Enol Ethers
| Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
|---|---|---|---|---|
Danishefskys diene   |
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  |
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  |
dichloromethane | N Param.: 12.56 sN Param.: 0.70 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
1-(trimethylsiloxy)cyclohexene  |
dichloromethane | N Param.: 5.21 sN Param.: 1.00 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
2-(trimethylsiloxy)propene  |
dichloromethane | N Param.: 5.41 sN Param.: 0.91 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
1-phenyl-1-(trimethylsiloxy)ethene  |
dichloromethane | N Param.: 6.22 sN Param.: 0.96 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
1-(trimethylsiloxy)cyclopentene  |
dichloromethane | N Param.: 6.57 sN Param.: 0.93 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
1-phenoxy-1-(trimethylsiloxy)ethene  |
dichloromethane | N Param.: 8.23 sN Param.: 0.81 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
(triisopropylsiloxy)ethene  |
dichloromethane | N Param.: 3.44 sN Param.: 0.94 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
2-(triisopropylsiloxy)propene  |
dichloromethane | N Param.: 5.38 sN Param.: 0.85 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
3,3-dimethyl-2-(trimethylsiloxy)buten  |
dichloromethane | N Param.: 3.78 sN Param.: 0.79 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
1-methoxy-2-methyl-1-(trimethylsiloxy)propene  |
dichloromethane | N Param.: 9.00 sN Param.: 0.98 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
2-methyl-1-(trimethylsiloxy)propen  |
dichloromethane | N Param.: 3.94 sN Param.: 1.00 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
(Z)-1-(triisopropylsiloxy)propen  |
dichloromethane | N Param.: 3.87 sN Param.: 1.00 |
|
Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
1,2-bis(trimethylsiloxy)cyclohexene  |
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  |
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  |
dichloromethane | N Param.: 4.60 sN Param.: 0.90 |
|
Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
1-(trimethylsiloxy)cycloheptene  |
dichloromethane | N Param.: 6.62 sN Param.: 1.00 |
|
Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
1-(trimethylsiloxy)cyclooctene  |
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  |
dichloromethane | N Param.: 5.58 sN Param.: 1.00 |
|
Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
2-(trimethylsiloxy)furan  |
dichloromethane | N Param.: 7.22 sN Param.: 1.00 |
|
Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
ethyl-vinylether  |
dichloromethane | N Param.: 3.92 sN Param.: 0.90 |
|
Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
isobutylenyl-ethylether  |
dichloromethane | N Param.: 4.23 sN Param.: 1.00 |
|
Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
1,1-diethoxyethene  |
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  |
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  |
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  |
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  |
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  |
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  |
dichloromethane | N Param.: 11.28 sN Param.: 0.91 |
|
Eur. J. Org. Chem. 2005, , 1760-1764 10.1002/ejoc.200400706 |
1-(triphenylsiloxy)cyclopentene  |
dichloromethane | N Param.: 5.76 sN Param.: 1.02 |
|
Eur. J. Org. Chem. 2005, , 1760-1764 10.1002/ejoc.200400706 |
2,3-dihydrofuran  |
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  |
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  |
dichloromethane | N Param.: 1.38 sN Param.: 0.93 |
|
Eur. J. Org. Chem. 2005, , 1760-1764 10.1002/ejoc.200400706 |
2-(tris(trimethylsilyl)siloxy)propene  |
dichloromethane | N Param.: 6.04 sN Param.: 0.82 |
|
Org. Lett. 2010, 12, 5206-5209 10.1021/ol102220e |
1-(tris(trimethylsilyl)siloxy)cyclohexene  |
dichloromethane | N Param.: 5.07 sN Param.: 0.91 |
|
Org. Lett. 2010, 12, 5206-5209 10.1021/ol102220e |
(tris(trimethylsilyl)siloxy)ethene  |
dichloromethane | N Param.: 4.01 sN Param.: 0.83 |
|
Org. Lett. 2010, 12, 5206-5209 10.1021/ol102220e |
5-(trimethylsiloxy)-2,3-dihydrofuran (in MeCN)  |
MeCN | N Param.: 12.34 sN Param.: 0.72 |
|
J. Am. Chem. Soc. 2013, 135, 6579-6587 10.1021/ja401106x |
2-(trimethylsiloxy)-5,6-dihydro-4H-pyran (in MeCN)  |
MeCN | N Param.: 10.52 sN Param.: 0.78 |
|
J. Am. Chem. Soc. 2013, 135, 6579-6587 10.1021/ja401106x |
1-methoxy-2-methyl-1-(trimethylsiloxy)propene (in MeCN)  |
MeCN | N Param.: 9.11 sN Param.: 0.88 |
|
J. Am. Chem. Soc. 2013, 135, 6579-6587 10.1021/ja401106x |
1-(perfluorophenyl)-1-(trimethylsiloxy)ethene  |
dichloromethane | N Param.: 1.47 sN Param.: 0.89 |
|
Org. Lett. 2012, 14, 3990-3993 10.1021/ol301766w |
3,3,3-trifluoro-2-(trimethylsiloxy)propene  |
dichloromethane | N Param.: -2.94 sN Param.: 1.11 |
|
Org. Lett. 2012, 14, 3990-3993 10.1021/ol301766w |
(3,3,4,4,5,5,6,6,7,7,7-undecafluoro)-2-(trimethylsiloxy)hept-1-ene  |
dichloromethane | N Param.: -3.52 sN Param.: 1.17 |
|
Org. Lett. 2012, 14, 3990-3993 10.1021/ol301766w |
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 |
n-butyl vinyl ether  |
dichloromethane | N Param.: 3.76 sN Param.: 0.91 |
|
J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
1-(trimethylsiloxy)cyclopentene (in MeCN)  |
MeCN | N Param.: 6.43 sN Param.: 0.89 |
|
Chem. Asian J. 2012, 7, 1401-1407 10.1002/asia.201101046 |
(Z)-1,2-diphenyl-1-(trimethylsiloxy)ethene (in MeCN)  |
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)  |
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)  |
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)  |
MeCN | N Param.: 5.06 sN Param.: 0.91 |
|
Synthesis 2019, 51, 1157-1170 10.1055/s-0037-1611634 |
2,3-dihydrofuran (in MeCN)  |
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)  |
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)  |
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)  |
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)  |
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)  |
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)  |
MeCN | N Param.: 2.81 sN Param.: 0.57 |
|
Angew. Chem. Int. Ed. 2026, 65, e24329 10.1002/anie.202524329 |
3,4-dimethoxy-2-(methoxymethyl)-3,4-dihydro-2H-pyran  |
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  |
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  |
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  |
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  |
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  |
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  |
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  |
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  |
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  |
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  |
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  |
dichloromethane | N Param.: 1.94 sN Param.: 1.24 |
|
Angew. Chem. Int. Ed. 2026, 65, e24329 10.1002/anie.202524329 |
3,4-bis(benzyloxy)-2-methyl-3,4-dihydro-2H-pyran  |
dichloromethane | N Param.: 2.04 sN Param.: 1.20 |
|
Angew. Chem. Int. Ed. 2026, 65, e24329 10.1002/anie.202524329 |