Titanium tetrachloride promoted reaction of silyl ketene acetals with epoxides, followed by acidic work-up, affords butanolides in moderate/good yields. With epihalohydrins the reaction is regioselective and occurs at the less substituted end of the epoxide; the gamma-haloalkyl-gamma-butanolides thus obtained can be further transformed into various products. (C) 2004 Elsevier Ltd. All rights reserved.
TY - JOUR
AU - Maslak, Veselin
AU - Matović, Radomir
AU - Saičić, Radomir N.
PY - 2004
UR - http://cer.ihtm.bg.ac.rs/handle/123456789/2768
AB - Titanium tetrachloride promoted reaction of silyl ketene acetals with epoxides, followed by acidic work-up, affords butanolides in moderate/good yields. With epihalohydrins the reaction is regioselective and occurs at the less substituted end of the epoxide; the gamma-haloalkyl-gamma-butanolides thus obtained can be further transformed into various products. (C) 2004 Elsevier Ltd. All rights reserved.
PB - Pergamon-Elsevier Science Ltd, Oxford
T2 - Tetrahedron
T1 - Reaction of silyl ketene acetals with epoxides: a new method for the synthesis of gamma-butanolides
VL - 60
IS - 40
SP - 8957
EP - 8966
DO - 10.1016/j.tet.2004.07.007
ER -
@article{
author = "Maslak, Veselin and Matović, Radomir and Saičić, Radomir N.",
year = "2004",
url = "http://cer.ihtm.bg.ac.rs/handle/123456789/2768",
abstract = "Titanium tetrachloride promoted reaction of silyl ketene acetals with epoxides, followed by acidic work-up, affords butanolides in moderate/good yields. With epihalohydrins the reaction is regioselective and occurs at the less substituted end of the epoxide; the gamma-haloalkyl-gamma-butanolides thus obtained can be further transformed into various products. (C) 2004 Elsevier Ltd. All rights reserved.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Tetrahedron",
title = "Reaction of silyl ketene acetals with epoxides: a new method for the synthesis of gamma-butanolides",
volume = "60",
number = "40",
pages = "8957-8966",
doi = "10.1016/j.tet.2004.07.007"
}
Maslak, V., Matović, R.,& Saičić, R. N. (2004). Reaction of silyl ketene acetals with epoxides: a new method for the synthesis of gamma-butanolides.
Tetrahedron
Pergamon-Elsevier Science Ltd, Oxford., 60(40), 8957-8966.
https://doi.org/10.1016/j.tet.2004.07.007
Maslak V, Matović R, Saičić RN. Reaction of silyl ketene acetals with epoxides: a new method for the synthesis of gamma-butanolides. Tetrahedron. 2004;60(40):8957-8966
Maslak Veselin, Matović Radomir, Saičić Radomir N., "Reaction of silyl ketene acetals with epoxides: a new method for the synthesis of gamma-butanolides" Tetrahedron, 60, no. 40 (2004):8957-8966,
https://doi.org/10.1016/j.tet.2004.07.007 .
