Mayr's Database of Reactivity Parameters

Enol Ethers

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Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
(Z)-1-(triisopropylsiloxy)propen
C12H26OSi*
dichloromethane

N  Param.: 3.87

sN Param.: 1.00
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
1,2-bis(trimethylsiloxy)cyclohexene
C12H26O2Si2*
dichloromethane

N  Param.: 4.46

sN Param.: 1.15
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
2-(trimethylsiloxy)buta-1,3-diene
C7H14OSi*
dichloromethane

N  Param.: 4.83

sN Param.: 0.90
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
1-(trimethylsiloxy)buta-1,3-diene
C7H14OSi*
dichloromethane

N  Param.: 4.60

sN Param.: 0.90
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
1-(trimethylsiloxy)cycloheptene
C10H20OSi*
dichloromethane

N  Param.: 6.62

sN Param.: 1.00
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
1-(trimethylsiloxy)cyclooctene
C11H22OSi*
dichloromethane

N  Param.: 6.77

sN Param.: 1.00
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
Z-3-(trimethylsiloxy)pent-2-ene
C8H18OSi*
dichloromethane

N  Param.: 5.58

sN Param.: 1.00
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
2-(trimethylsiloxy)furan
C7H12O2Si*
dichloromethane

N  Param.: 7.22

sN Param.: 1.00
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
ethyl-vinylether
C4H8O*
dichloromethane

N  Param.: 3.92

sN Param.: 0.90
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
isobutylenyl-ethylether
C6H12O*
dichloromethane

N  Param.: 4.23

sN Param.: 1.00
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
2-(triphenylsiloxy)propene
*
dichloromethane

N  Param.: 4.46

sN Param.: 0.90
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
3-methyl-2-(trimethylsiloxy)but-1-ene
*
dichloromethane

N  Param.: 5.41

sN Param.: 0.90
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
2-(tert.butyldimethylsiloxy)propene
*
dichloromethane

N  Param.: 5.58

sN Param.: 0.90
*Acc. Chem. Res. 2003, 36, 66-77
10.1021/ar020094c
2,3-dihydrofuran (in MeCN)
C4H6O*
MeCN

N  Param.: 5.02

sN Param.: 0.63
***Angew. Chem. Int. Ed. 2026, EarlyView, 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, EarlyView, 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, EarlyView, 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, EarlyView, 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, EarlyView, 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, EarlyView, 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, EarlyView, 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, EarlyView, 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, EarlyView, 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, EarlyView, 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, EarlyView, 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, EarlyView, 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, EarlyView, 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, EarlyView, 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, EarlyView, 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, EarlyView, 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, EarlyView, 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, EarlyView, 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, EarlyView, e24329
10.1002/anie.202524329
3,4-bis(benzyloxy)-2-methyl-3,4-dihydro-2H-pyran
 C20H22O3*
dichloromethane

N  Param.: 2.04

sN Param.: 1.20
***Angew. Chem. Int. Ed. 2026, EarlyView, e24329
10.1002/anie.202524329
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
1,1-diethoxyethene
C6H12O2*
dichloromethane

N  Param.: 9.81

sN Param.: 0.81
***Eur. J. Org. Chem. 2004, , 2791-2796
10.1002/ejoc.200400134
1-butoxy-1-(trimethylsiloxy)ethene
C9H20O2Si*
dichloromethane

N  Param.: 10.21

sN Param.: 0.82
****Eur. J. Org. Chem. 2004, , 2791-2796
10.1002/ejoc.200400134
1-butoxy-1-(t-butyl-dimethylsiloxy)ethene
C12H26O2Si*
dichloromethane

N  Param.: 10.32

sN Param.: 0.79
****Eur. J. Org. Chem. 2004, , 2791-2796
10.1002/ejoc.200400134
1,1-bis(trimethylsiloxy)propene
C9H22O2Si2*
dichloromethane

N  Param.: 10.38

sN Param.: 0.87
****Eur. J. Org. Chem. 2004, , 2791-2796
10.1002/ejoc.200400134
4-methyl-5-(trimethylsiloxy)-2,3-dihydrofuran
C8H16O2Si*
dichloromethane

N  Param.: 11.50

sN Param.: 0.91
***Eur. J. Org. Chem. 2004, , 2791-2796
10.1002/ejoc.200400134
5-(tris(pentafluorophenyl)siloxy)-2,3-dihydrofuran
C22H5F15O2Si*
dichloromethane

N  Param.: 8.16

sN Param.: 0.67
***Eur. J. Org. Chem. 2005, , 1760-1764
10.1002/ejoc.200400706
5-(triphenylsiloxy)-2,3-dihydrofuran
C22H20O2Si*
dichloromethane

N  Param.: 11.28

sN Param.: 0.91
***Eur. J. Org. Chem. 2005, , 1760-1764
10.1002/ejoc.200400706
1-(triphenylsiloxy)cyclopentene
C23H22OSi*
dichloromethane

N  Param.: 5.76

sN Param.: 1.02
****Eur. J. Org. Chem. 2005, , 1760-1764
10.1002/ejoc.200400706
2,3-dihydrofuran
C4H6O*
dichloromethane

N  Param.: 4.37

sN Param.: 0.90
****Eur. J. Org. Chem. 2005, , 1760-1764
10.1002/ejoc.200400706
2-(tris(pentafluorophenyl)siloxy)-propene
C21H5F15OSi*
dichloromethane

N  Param.: 0.58

sN Param.: 0.91
*Eur. J. Org. Chem. 2005, , 1760-1764
10.1002/ejoc.200400706
1-(tris(pentafluorophenyl)siloxy)-cyclopentene
C23H7F15OSi*
dichloromethane

N  Param.: 1.38

sN Param.: 0.93
*Eur. J. Org. Chem. 2005, , 1760-1764
10.1002/ejoc.200400706
Danishefskys diene
C8H16O2Si*
dichloromethane

N  Param.: 8.57

sN Param.: 0.84
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
2-(trimethylsiloxy)-5,6-dihydro-4H-pyran
C8H16O2Si*
dichloromethane

N  Param.: 10.61

sN Param.: 0.86
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
5-(trimethylsiloxy)-2,3-dihydrofuran
C7H14O2Si*
dichloromethane

N  Param.: 12.56

sN Param.: 0.70
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
1-(trimethylsiloxy)cyclohexene
C9H18OSi*
dichloromethane

N  Param.: 5.21

sN Param.: 1.00
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y
2-(trimethylsiloxy)propene
C6H14OSi*
dichloromethane

N  Param.: 5.41

sN Param.: 0.91
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
10.1021/ja010890y