Mayr's Database of Reactivity Parameters

C-Nucleophiles

For reactivities of structurally related compounds go to: Nucleophiles » C-Nucleophiles

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Name Solvent Reactivity
Parameters 		Classification Reference
(title or year)
alpha-(N-piperidino)styrene (in MeCN)
C13H17N *
 MeCN

N  Param.: 11.60

sN Param.: 0.80		 * Chem. Eur. J. 2018, 24, 5901-5910
10.1002/chem.201705962
alpha-(N-morpholino)styrene (in MeCN)
C12H15NO *
 MeCN

N  Param.: 10.30

sN Param.: 0.80		 * Chem. Eur. J. 2018, 24, 5901-5910
10.1002/chem.201705962
(p-nitrophenyl)diazomethane
*
 dichloromethane

N  Param.: 7.17

sN Param.: 0.83		 *** J. Am. Chem. Soc. 2018, 140, 16758-16772
10.1021/jacs.8b09995
(p-cyanophenyl)diazomethane
*
 dichloromethane

N  Param.: 7.66

sN Param.: 0.80		 *** J. Am. Chem. Soc. 2018, 140, 16758-16772
10.1021/jacs.8b09995
(p-bromophenyl)diazomethane
*
 dichloromethane

N  Param.: 8.87

sN Param.: 0.82		 *** J. Am. Chem. Soc. 2018, 140, 16758-16772
10.1021/jacs.8b09995
1-(trimethylsiloxy)cyclopentene (in MeCN)
C8H16OSi *
 MeCN

N  Param.: 6.43

sN Param.: 0.89		 *** Chem. Asian J. 2012, 7, 1401-1407
10.1002/asia.201101046
1-((diphenylmethylene)amino)-2-ethoxy-2-oxoethan-1-ide (in DMSO)
*
 DMSO

N  Param.: 26.95

sN Param.: 0.52		 *** Tetrahedron 2019, 75, 459-463
10.1016/j.tet.2018.1[...]
2-(tert-butoxy)-1-((diphenylmethylene)amino)-2-oxoethan-1-ide (in DMSO)
C19H20NO2- *
 DMSO

N  Param.: 27.77

sN Param.: 0.47		 *** Tetrahedron 2019, 75, 459-463
10.1016/j.tet.2018.1[...]
1-(benzylideneamino)-2-ethoxy-2-oxoethan-1-ide (in DMSO)
*
 DMSO

N  Param.: 29.10

sN Param.: 0.50		 * Tetrahedron 2019, 75, 459-463
10.1016/j.tet.2018.1[...]
1-((4-chlorobenzylidene)amino)-2-ethoxy-2-oxoethan-1-ide (in DMSO)
*
 DMSO

N  Param.: 29.02

sN Param.: 0.49		 ** Tetrahedron 2019, 75, 459-463
10.1016/j.tet.2018.1[...]
2-(benzylideneamino)-1-ethoxy-1-oxopropan-2-ide (in DMSO)
*
 DMSO

N  Param.: 30.82

sN Param.: 0.41		 ** Tetrahedron 2019, 75, 459-463
10.1016/j.tet.2018.1[...]
cyano((diphenylmethylene)amino)methanide
*
 DMSO

N  Param.: 29.50

sN Param.: 0.50		 * Tetrahedron 2019, 75, 459-463
10.1016/j.tet.2018.1[...]
(Z)-1,2-diphenyl-1-(trimethylsiloxy)ethene (in MeCN)
C17H20OSi *
 MeCN

N  Param.: 3.00

sN Param.: 0.83		 *** Synthesis 2019, 51, 1157-1170
10.1055/s-0037-1611634
(Z)-1-phenyl-1-(trimethylsiloxy)propene (in MeCN)
C12H18OSi *
 MeCN

N  Param.: 5.18

sN Param.: 0.94		 *** Synthesis 2019, 51, 1157-1170
10.1055/s-0037-1611634
3-(trimethylsiloxy)-1H-indene (in MeCN)
C12H16OSi *
 MeCN

N  Param.: 7.32

sN Param.: 0.82		 *** Synthesis 2019, 51, 1157-1170
10.1055/s-0037-1611634
1-(trimethylsiloxy)-3,4-dihydronaphthalene (in MeCN)
C13H18OSi *
 MeCN

N  Param.: 5.06

sN Param.: 0.91		 *** Synthesis 2019, 51, 1157-1170
10.1055/s-0037-1611634
3-pyrrolidino-1H-indene (in MeCN)
C13H15N *
 MeCN

N  Param.: 15.27

sN Param.: 0.93		 *** Synthesis 2019, 51, 1157-1170
10.1055/s-0037-1611634
1-pyrrolidino-3,4-dihydronaphthalene (in MeCN)
C14H17N *
 MeCN

N  Param.: 14.09

sN Param.: 0.66		 *** Synthesis 2019, 51, 1157-1170
10.1055/s-0037-1611634
1-ethoxy-3-(4-nitrophenyl)-1,3-dioxopropan-2-ide (in DMSO)
C11H10NO5- *
 DMSO

N  Param.: 16.26

sN Param.: 0.83		 *** J. Am. Chem. Soc. 2018, 140, 11474-11486
10.1021/jacs.8b07147
Ph3P=CH-CHO (in MeCN)
C20H17OP *
 MeCN

N  Param.: 9.09

sN Param.: 0.74		 *** J. Am. Chem. Soc. 2016, 138, 11272-11281
10.1021/jacs.6b06264
Ph3P=CH-C(O)Me (in MeCN)
C21H19OP *
 MeCN

N  Param.: 10.27

sN Param.: 0.83		 *** J. Am. Chem. Soc. 2016, 138, 11272-11281
10.1021/jacs.6b06264
anion of 4-(trifluoromethyl)benzyl trifluoromethyl sulfone (in MeCN)
C9H5F6O2S *
 MeCN

N  Param.: 16.15

sN Param.: 0.99		 *** J. Am. Chem. Soc. 2020, 142, 8383-8402
10.1021/jacs.0c01960
anion of 4-cyanobenzyl trifluoromethyl sulfone (in MeCN)
C9H5F3NO2S *
 MeCN

N  Param.: 15.62

sN Param.: 0.99		 *** J. Am. Chem. Soc. 2020, 142, 8383-8402
10.1021/jacs.0c01960
anion of 4-nitrobenzyl-CN (in MeCN)
C8H5N2O2 *
 MeCN

N  Param.: 20.10

sN Param.: 0.71		 *** J. Am. Chem. Soc. 2020, 142, 8383-8402
10.1021/jacs.0c01960
anion of (4-NO2-C6H4)CH2SO2Ph (in MeCN)
C13H10NO4S *
 MeCN

N  Param.: 19.90

sN Param.: 0.66		 *** J. Am. Chem. Soc. 2020, 142, 8383-8402
10.1021/jacs.0c01960
3-diazoindolin-2-one
C8H5N3O *
 dichloromethane

N  Param.: 3.16

sN Param.: 1.03		 *** Eur. J. Org. Chem. 2023, 26, e202300005
10.1002/ejoc.202300005
2-diazoindan-1-one
C9H6N2O *
 dichloromethane

N  Param.: 5.61

sN Param.: 0.65		 *** Eur. J. Org. Chem. 2023, 26, e202300005
10.1002/ejoc.202300005
2-diazocyclohexanone
C6H8N2O *
 dichloromethane

N  Param.: 3.44

sN Param.: 0.83		 *** Eur. J. Org. Chem. 2023, 26, e202300005
10.1002/ejoc.202300005
2-diazo-1-tetralone
C10H8N2O *
 dichloromethane

N  Param.: 3.51

sN Param.: 0.86		 *** Eur. J. Org. Chem. 2023, 26, e202300005
10.1002/ejoc.202300005
2-diazoindandione
C9H4N2O2 *
 dichloromethane

N  Param.: 0.16

sN Param.: 0.86		 *** Eur. J. Org. Chem. 2023, 26, e202300005
10.1002/ejoc.202300005
2-diazo-1-benzosuberone
C11H10N2O *
 dichloromethane

N  Param.: 2.72

sN Param.: 0.96		 *** Eur. J. Org. Chem. 2023, 26, e202300005
10.1002/ejoc.202300005
2-diazobenzothiophen-3(2H)-one
C8H4N2OS *
 dichloromethane

N  Param.: 0.40

sN Param.: 0.93		 *** Eur. J. Org. Chem. 2023, 26, e202300005
10.1002/ejoc.202300005
1,3-dimethyl-2-methyleneimidazolidine (in THF)
C6H12N2 *
 THF

N  Param.: 18.11

sN Param.: 0.68		 *** J. Org. Chem. 2021, 86, 2974-2985
10.1021/acs.joc.0c02838
1,3-dimethyl-2-methylenehexahydropyrimidine (in THF)
C7H14N2 *
 THF

N  Param.: 18.68

sN Param.: 0.63		 *** J. Org. Chem. 2021, 86, 2974-2985
10.1021/acs.joc.0c02838
1,3-dimesityl-2-methylene-2,3-dihydro-1H-imidazole (in THF)
C22H26N2 *
 THF

N  Param.: 17.80

sN Param.: 0.79		 *** J. Org. Chem. 2021, 86, 2974-2985
10.1021/acs.joc.0c02838
1,3-dimethyl-2-methylene-2,3-dihydro-1H-benzo[d]imidazole
C10H12N2 *
 THF

N  Param.: 19.84

sN Param.: 0.58		 *** J. Org. Chem. 2021, 86, 2974-2985
10.1021/acs.joc.0c02838
lithium 4,4,5,5-tetramethyl-2-phenyl-2-(prop-1-en-2-yl)-1,3,2-dioxaborolan-2-uide (in MeCN)
C15H22BLiO2 *
 MeCN

N  Param.: 11.00

sN Param.: 0.57		 *** J. Am. Chem. Soc. 2022, 144, 16118-16130
10.1021/jacs.2c06493
2-((2,2,5,5-tetramethyl-1-(prop-1-en-1-yl)-2,5-dihydro-1H-imidazol-4-yl)thio)acetonitrile (in MeCN)
C12H19N3S *
 MeCN

N  Param.: 9.25

sN Param.: 0.84		 *** Chem. Commun. 2023, 59, 8091-8084
10.1039/d3cc01912h
2-((2,2,5,5-tetramethyl-1-styryl-2,5-dihydro-1H-imidazol-4-yl)thio)acetonitrile (in MeCN)
C17H21N3S *
 MeCN

N  Param.: 7.74

sN Param.: 0.87		 *** Chem. Commun. 2023, 59, 8091-8084
10.1039/d3cc01912h
2-((2,2,5,5-tetramethyl-1-styryl-2,5-dihydro-1H-imidazol-4-yl)thio)acetonitrile (in CH2Cl2)
C17H21N3S *
 dichloromethane

N  Param.: 7.06

sN Param.: 1.11		 *** Chem. Commun. 2023, 59, 8091-8084
10.1039/d3cc01912h
1,3-Bis(2,6-diisopropylphenyl)-5-methylene-4-(2,4,6-triisopropylphenyl)-4,5-dihydro-1H-1,2,3-triazol-3-ium-4-ide (in THF)
C35H39F6N3 *
 THF

N  Param.: 21.36

sN Param.: 0.42		 *** Angew. Chem. Int. Ed. 2023, 62, e202309790
10.1002/anie.202309790
1,3-Bis(2,6-diisopropylphenyl)-4-methylene-5-(4-(trifluoromethyl)phenyl)-4,5-dihydro-1H-1,2,3-triazol-3-ium-5-ide (in THF)
C34H40F3N3 *
 THF

N  Param.: 22.30

sN Param.: 0.49		 *** Angew. Chem. Int. Ed. 2023, 62, e202309790
10.1002/anie.202309790
1,3-Bis(2,6-diisopropylphenyl)-5-(4-methoxyphenyl)-4-methylene-4,5-dihydro-1H-1,2,3-triazol-3-ium-5-ide (in THF)
C34H43N3O *
 THF

N  Param.: 23.55

sN Param.: 0.56		 *** Angew. Chem. Int. Ed. 2023, 62, e202309790
10.1002/anie.202309790
1,3-Bis(2,6-diisopropylphenyl)-5-methylene-4-(2,4,6-triisopropylphenyl)-4,5-dihydro-1H-1,2,3-triazol-3-ium-4-ide (in THF)
C42H59N3 *
 THF

N  Param.: 20.78

sN Param.: 0.61		 *** Angew. Chem. Int. Ed. 2023, 62, e202309790
10.1002/anie.202309790
1,3-Diisopropyl-4-methylene-5-phenyl-4,5-dihydro-1H-1,2,3-triazol-3-ium-5-ide (in THF)
C15H21N3 *
 THF

N  Param.: 30.25

sN Param.: 0.54		 *** Angew. Chem. Int. Ed. 2023, 62, e202309790
10.1002/anie.202309790
5-(tert-Butyl)-1,3-diisopropyl-4-methylene-4,5-dihydro-1H-1,2,3-triazol-3-ium-5-ide (in THF)
C13H25N3 *
 THF

N  Param.: 31.92

sN Param.: 0.52		 *** Angew. Chem. Int. Ed. 2023, 62, e202309790
10.1002/anie.202309790
1,3-bis(2,6-diisopropylphenyl)-4-methylene-5-phenyl-4,5-dihydro-1H-1,2,3-triazol-3-ium-5-ide (in THF)
C33H41N3 *
 THF

N  Param.: 22.80

sN Param.: 0.60		 *** Angew. Chem. Int. Ed. 2023, 62, e202309790
10.1002/anie.202309790
1,3-bis(2,6-diisopropylphenyl)-5-methyl-4-methylene-4,5-dihydro-1H-1,2,3-triazol-3-ium-5-ide (in THF)
C28H39N3 *
 THF

N  Param.: 24.86

sN Param.: 0.52		 *** Angew. Chem. Int. Ed. 2023, 62, e202309790
10.1002/anie.202309790
(E)-2-((1-(but-1-en-1-yl)-2,2,5,5-tetramethyl-2,5-dihydro-1H-imidazol-4-yl)thio)acetonitrile (in MeCN)
C13H21N3S *
 MeCN

N  Param.: 9.23

sN Param.: 0.74		 *** Chem. Eur. J. 2024, 30, e202302764
10.1002/chem.202302764
(E)-4-(ethylthio)-2,2,5,5-tetramethyl-1-styryl-2,5-dihydro-1H-imidazole (in MeCN)
C17H24N2S *
 MeCN

N  Param.: 8.12

sN Param.: 0.88		 *** Chem. Eur. J. 2024, 30, e202302764
10.1002/chem.202302764
(E)-13-(ethylthio)-6-styryl-6,12-diazadispiro[4.1.47.25]tridec-12-ene (in MeCN)
C21H28N2S *
 MeCN

N  Param.: 7.79

sN Param.: 0.87		 *** Chem. Eur. J. 2024, 30, e202302764
10.1002/chem.202302764
(E)-4-(ethylthio)-2,2,5,5-tetramethyl-1-(3-phenylprop-1-en-1-yl)-2,5-dihydro-1H-imidazole (in MeCN)
C18H26N2S *
 MeCN

N  Param.: 9.64

sN Param.: 0.70		 *** Chem. Eur. J. 2024, 30, e202302764
10.1002/chem.202302764
(E)-4-(ethylthio)-2,2,5,5-tetramethyl-1-(3-phenylbut-1-en-1-yl)-2,5-dihydro-1H-imidazole (in MeCN)
C19H28N2S *
 MeCN

N  Param.: 7.92

sN Param.: 0.73		 *** Chem. Eur. J. 2024, 30, e202302764
10.1002/chem.202302764
(E)-4-(benzylthio)-2,2,5,5-tetramethyl-1-styryl-2,5-dihydro-1H-imidazole (in MeCN)
C22H26N2S *
 MeCN

N  Param.: 8.30

sN Param.: 0.84		 *** Chem. Eur. J. 2024, 30, e202302764
10.1002/chem.202302764
diazocyclopentadiene (in CH2Cl2)
C5H4N2 *
 dichloromethane

N  Param.: 4.84

sN Param.: 1.06		 *** Synthesis 2023, 55, 354-358
10.1055/s-0041-1737327
(E)-2,2,3,5,5-pentamethyl-1-styrylimidazolidin-4-one (in MeCN)
C16H22N2O *
 MeCN

N  Param.: 7.10

sN Param.: 0.82		 *** Chem. Eur. J. 2024, 30, e202302764
10.1002/chem.202302764
(E)-2,2,3,5,5-pentamethyl-1-styrylimidazolidine-4-thione (in MeCN)
C16H22N2S *
 MeCN

N  Param.: 6.49

sN Param.: 0.83		 *** Chem. Eur. J. 2024, 30, e202302764
10.1002/chem.202302764
(E)-4-(ethylthio)-2,2,5,5-tetramethyl-1-styryl-2,5-dihydro-1H-imidazole (in CH2Cl2)
C17H24N2S *
 dichloromethane

N  Param.: 8.13

sN Param.: 0.97		 *** Chem. Eur. J. 2024, 30, e202302764
10.1002/chem.202302764
(E)-4-(benzylthio)-2,2,5,5-tetramethyl-1-styryl-2,5-dihydro-1H-imidazole (in CH2Cl2)
C22H26N2S *
 dichloromethane

N  Param.: 7.99

sN Param.: 0.98		 *** Chem. Eur. J. 2024, 30, e202302764
10.1002/chem.202302764
1-mesityl-3-methyl-5-methylene-2,4,6-triphenyl-2,5-dihydropyridin-1-ium-2-ide (in THF)
C34H31N *
 THF

N  Param.: 26.16

sN Param.: 0.52		 *** Angew. Chem. Int. Ed. 2024, , e202318283
10.1002/anie.202318283
anion of nitroethane (in DMF)
C2H4NO2- *
 DMF

N  Param.: 22.21

sN Param.: 0.48		 *** Chem. Eur. J. 2008, 14, 6108-6118
10.1002/chem.200800329
chloro(phenylsulfonyl)methanide (in DMF)
C7H6ClO2S *
 DMF

N  Param.: 26.64

sN Param.: 0.64		 - Chem. Eur. J. 2008, 14, 6108-6118
10.1002/chem.200800329
1,3,5-trimethyl-2-methylene-1,2-dihydropyridine (in DMSO)
C9H13N *
 DMSO

N  Param.: 21.16

sN Param.: 0.59		 *** Eur. J. Org. Chem. 2024, 27, e202400373
10.1002/ejoc.202400373
1,3-dimethyl-2-methylene-1,2-dihydropyridine (in DMSO)
C8H11N *
 DMSO

N  Param.: 19.91

sN Param.: 0.62		 *** Eur. J. Org. Chem. 2024, 27, e202400373
10.1002/ejoc.202400373
1,3-dimethyl-2-methylene-1,2-dihydropyridine (in MeCN)
C8H11N *
 MeCN

N  Param.: 19.69

sN Param.: 0.61		 *** Eur. J. Org. Chem. 2024, 27, e202400373
10.1002/ejoc.202400373
1,6-dimethyl-2-methylene-1,2-dihydropyridine (in DMSO)
C8H11N *
 DMSO

N  Param.: 20.76

sN Param.: 0.60		 *** Eur. J. Org. Chem. 2024, 27, e202400373
10.1002/ejoc.202400373
1-methyl-2-methylene-3-phenyl-1,2-dihydropyridine (in DMSO)
C13H13N *
 DMSO

N  Param.: 19.41

sN Param.: 0.61		 *** Eur. J. Org. Chem. 2024, 27, e202400373
10.1002/ejoc.202400373
1-(4-(tert-butyl)phenyl)-2-methylene-4,6-diphenyl-1,2-dihydropyridine (in DMSO)
C28H27N *
 DMSO

N  Param.: 19.36

sN Param.: 0.68		 *** Eur. J. Org. Chem. 2024, 27, e202400373
10.1002/ejoc.202400373
enolate of 3-isochromanone (in DMSO)
C9H7O2- *
 DMSO

N  Param.: 25.39

sN Param.: 0.54		 *** J. Org. Chem. 2024, 89, 6915-6928
10.1021/acs.joc.4c00277
enolate of 2-coumaranone (in DMSO)
C8H5O2- *
 DMSO

N  Param.: 19.60

sN Param.: 0.75		 *** J. Org. Chem. 2024, 89, 6915-6928
10.1021/acs.joc.4c00277
methyl diazoacetate
C3H4N2O2 *
 dichloromethane

N  Param.: 4.68

sN Param.: 0.94		 *** J. Am. Chem. Soc. 2023, 145, 7416-7434
10.1021/jacs.2c13872
dimethyl diazomalonate
C5H6N2O4 *
 dichloromethane

N  Param.: -1.24

sN Param.: 0.81		 *** J. Am. Chem. Soc. 2023, 145, 7416-7434
10.1021/jacs.2c13872
(1-azidovinyl)benzene
C8H7N3 *
 dichloromethane

N  Param.: 4.57

sN Param.: 0.94		 *** Chem. Commun. 2026, 62, 5041-5045
10.1039/d6cc00190d
1-(1-azidovinyl)-4-methylbenzene
C9H9N3 *
 dichloromethane

N  Param.: 5.47

sN Param.: 0.87		 *** Chem. Commun. 2026, 62, 5041-5045
10.1039/d6cc00190d
1-(1-azidovinyl)-4-methoxybenzene
C9H9N3O *
 dichloromethane

N  Param.: 6.08

sN Param.: 0.99		 *** Chem. Commun. 2026, 62, 5041-5045
10.1039/d6cc00190d
4-(1-azidovinyl)-1,1'-biphenyl
C14H11N3 *
 dichloromethane

N  Param.: 5.17

sN Param.: 0.86		 *** Chem. Commun. 2026, 62, 5041-5045
10.1039/d6cc00190d
1-(1-azidovinyl)-4-(chloromethyl)benzene
C9H8ClN3 *
 dichloromethane

N  Param.: 4.13

sN Param.: 0.96		 *** Chem. Commun. 2026, 62, 5041-5045
10.1039/d6cc00190d
1-(1-azidovinyl)-4-(trifluoromethyl)benzene
C9H6F3N3 *
 dichloromethane

N  Param.: 3.10

sN Param.: 0.77		 *** Chem. Commun. 2026, 62, 5041-5045
10.1039/d6cc00190d
2-(1-azidovinyl)naphthalene
C12H9N3 *
 dichloromethane

N  Param.: 5.39

sN Param.: 0.89		 *** Chem. Commun. 2026, 62, 5041-5045
10.1039/d6cc00190d
1-(1-azidovinyl)naphthalene
C12H9N3 *
 dichloromethane

N  Param.: 3.17

sN Param.: 0.88		 *** Chem. Commun. 2026, 62, 5041-5045
10.1039/d6cc00190d
2,3-dihydrofuran (in MeCN)
C4H6O *
 MeCN

N  Param.: 5.02

sN Param.: 0.63		 *** Angew. Chem. Int. Ed. 2026, 65, e24329
10.1002/anie.202524329
5-methyl-2,3-dihydrofuran (in MeCN)
C5H8O *
 MeCN

N  Param.: 7.65

sN Param.: 0.86		 *** Angew. Chem. Int. Ed. 2026, 65, e24329
10.1002/anie.202524329
(4,5-dihydrofuran-2-yl)trimethylsilane (in MeCN)
C7H14OSi *
 MeCN

N  Param.: 4.23

sN Param.: 0.90		 *** Angew. Chem. Int. Ed. 2026, 65, e24329
10.1002/anie.202524329
3,4-dihydro-2H-pyran (in MeCN)
C5H8O *
 MeCN

N  Param.: 2.98

sN Param.: 0.72		 *** Angew. Chem. Int. Ed. 2026, 65, e24329
10.1002/anie.202524329
(3,4-dihydro-2H-pyran-6-yl)trimethylsilane (in MeCN)
C8H16OSi *
 MeCN

N  Param.: 2.87

sN Param.: 0.68		 *** Angew. Chem. Int. Ed. 2026, 65, e24329
10.1002/anie.202524329
((3,4-dihydro-2H-pyran-6-yl)methoxy)triisopropylsilane (in MeCN)
C15H30O2Si *
 MeCN

N  Param.: 2.87

sN Param.: 0.66		 *** Angew. Chem. Int. Ed. 2026, 65, e24329
10.1002/anie.202524329
6-((benzyloxy)methyl)-3,4-dihydro-2H-pyran (in MeCN)
C13H16O2 *
 MeCN

N  Param.: 2.81

sN Param.: 0.57		 *** Angew. Chem. Int. Ed. 2026, 65, e24329
10.1002/anie.202524329
N-Boc-2,3-dihydro-1H-pyrrole (in MeCN)
C9H15NO2 *
 MeCN

N  Param.: 6.82

sN Param.: 1.24		 *** Angew. Chem. Int. Ed. 2026, 65, e24329
10.1002/anie.202524329
3,4-dimethoxy-2-(methoxymethyl)-3,4-dihydro-2H-pyran
C9H16O4 *
 dichloromethane

N  Param.: 1.53

sN Param.: 1.38		 *** Angew. Chem. Int. Ed. 2026, 65, e24329
10.1002/anie.202524329
2-(acetoxymethyl)-3,4-dihydro-2H-pyran-3,4-diyl diacetate
C12H16O7 *
 dichloromethane

N  Param.: 1.72

sN Param.: 1.24		 *** Angew. Chem. Int. Ed. 2026, 65, e24329
10.1002/anie.202524329
3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-3,4-dihydro-2H-pyran
C27H28O4 *
 dichloromethane

N  Param.: 1.89

sN Param.: 1.27		 *** Angew. Chem. Int. Ed. 2026, 65, e24329
10.1002/anie.202524329
2-((TBDMSO-methyl)-3,4-bis(TBDMSO)-3,4-dihydro-2H-pyran
C24H52O4Si3 *
 dichloromethane

N  Param.: 1.97

sN Param.: 1.20		 *** Angew. Chem. Int. Ed. 2026, 65, e24329
10.1002/anie.202524329
3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-6-methyl-3,4-dihydro-2H-pyran
C28H30O4 *
 dichloromethane

N  Param.: 4.98

sN Param.: 0.65		 *** Angew. Chem. Int. Ed. 2026, 65, e24329
10.1002/anie.202524329
3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-3,4-dihydro-2H-pyran
C27H28O4 *
 dichloromethane

N  Param.: 1.75

sN Param.: 1.37		 *** Angew. Chem. Int. Ed. 2026, 65, e24329
10.1002/anie.202524329
3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-6-methylenetetrahydro-2H-pyran
C28H30O4 *
 dichloromethane

N  Param.: 6.19

sN Param.: 0.79		 *** Angew. Chem. Int. Ed. 2026, 65, e24329
10.1002/anie.202524329
8-(benzyloxy)-2,2-di-tert-butyl-4,4a,8,8a-tetrahydropyrano[3,2-d][1,3,2]dioxasiline
C21H32O4Si *
 dichloromethane

N  Param.: 1.85

sN Param.: 1.28		 *** Angew. Chem. Int. Ed. 2026, 65, e24329
10.1002/anie.202524329
3,4,5-tris(benzyloxy)-2-((benzyloxy)methyl)-6-methylenetetrahydro-2H-pyran
C35H36O5 *
 dichloromethane

N  Param.: 4.01

sN Param.: 0.91		 *** Angew. Chem. Int. Ed. 2026, 65, e24329
10.1002/anie.202524329
3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-5-methylenetetrahydrofuran
C27H28O4 *
 dichloromethane

N  Param.: 5.50

sN Param.: 0.76		 *** Angew. Chem. Int. Ed. 2026, 65, e24329
10.1002/anie.202524329
4-((benzyloxy)methyl)-2,2-dimethyl-6-methylenetetrahydrofuro[3,4-d][1,3]dioxole
C16H20O4 *
 dichloromethane

N  Param.: 5.35

sN Param.: 0.88		 *** Angew. Chem. Int. Ed. 2026, 65, e24329
10.1002/anie.202524329
8-(benzyloxy)-2-phenyl-4,4a,8,8a-tetrahydropyrano[3,2-d][1,3]dioxine
C20H20O4 *
 dichloromethane

N  Param.: 1.94

sN Param.: 1.24		 *** Angew. Chem. Int. Ed. 2026, 65, e24329
10.1002/anie.202524329