Highly selective formation of propargyl- and allenyltrichlorosilanes and their regiospecific addition to various types of aldehydes: preparation of both allenic and homopropargylic alcohols

U Schneider, M Sugiura, S Kobayashi

Research output: Contribution to journalArticlepeer-review

Abstract / Description of output

The highly selective preparation of propargyl- and allenyltrichlorosilanes via metal-catalyzed silylation of propargyl chloride has been developed. These trichlorosilyl nucleophiles were then shown to add to various types of aldehydes to afford the corresponding allenic and homopropargylic alcohols, respectively, in high yields with complete regiospecificity. Remarkably, these carbon-carbon bond-forming reactions simply proceeded in N,N-dimethylform amide (DNIF) without using any metal catalysts. (c) 2005 Elsevier Ltd. All rights reserved.

Original languageEnglish
Pages (from-to)496-502
Number of pages7
JournalTetrahedron
Volume62
Issue number2-3
DOIs
Publication statusPublished - 9 Jan 2006

Fingerprint

Dive into the research topics of 'Highly selective formation of propargyl- and allenyltrichlorosilanes and their regiospecific addition to various types of aldehydes: preparation of both allenic and homopropargylic alcohols'. Together they form a unique fingerprint.

Cite this