Reaction of silyl ketene acetals with epoxides: a new method for the synthesis of gamma-butanolides

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2004
Authors
Maslak, Veselin
Matović, Radomir
Saičić, Radomir N.
Article (Published version)
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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.
Keywords:
epoxides / ketene acetals / lactones / titanium and compounds / alkylation
Source:
Tetrahedron, 2004, 60, 40, 8957-8966
Publisher:
  • Pergamon-Elsevier Science Ltd, Oxford

DOI: 10.1016/j.tet.2004.07.007

ISSN: 0040-4020

WoS: 000223935100021

Scopus: 2-s2.0-4444296427
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URI
http://cer.ihtm.bg.ac.rs/handle/123456789/2768
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