CATHODIC COUPLING OF KETONES WITH TRIMETHYLSILYL SUBSTITUTED ALLYL ALCOHOLS

Authors
KASHIMURA S ISHIFUNE M MURAI Y SHONO T
Citation
S. Kashimura et al., CATHODIC COUPLING OF KETONES WITH TRIMETHYLSILYL SUBSTITUTED ALLYL ALCOHOLS, Tetrahedron letters, 37(37), 1996, pp. 6737-6740
Citations number
7
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
37
Issue
37
Year of publication
1996
Pages
6737 - 6740
Database
ISI
SICI code
0040-4039(1996)37:37<6737:CCOKWT>2.0.ZU;2-C
Abstract
Cathodic coupling of ketones with 3-(trimethylsiiyl)allyl alcohols has been found to give trimethylsilyl substituted 1,3-diols with high dia stereoselectivity, whereas that with 2-(trimethylsilyl)allyl alcohols afforded homoallylic alcohols through the Peterson elimination of inte rmediately formed trimethylsilyl substituted 1,4-diols. Copyright (C) 1996 Elsevier Science Ltd