Silicon-assisted propargylic transfer to aldehydes

Kiew Ching Lee; Man Jing Lin; Teck Peng Loh

doi:10.1039/b411653d

Silicon-assisted propargylic transfer to aldehydes

Kiew Ching Lee, Man Jing Lin, Teck Peng Loh^*

^*Corresponding author for this work

National University of Singapore

Research output: Contribution to journal › Article › peer-review

36 Citations (Scopus)

Abstract

A new and efficient method of obtaining homopropargylic alcohols via homopropargylic transfer from the allenic alcohol to various aldehydes in the presence of Lewis acid catalysts is described; stereochemical studies have shown that this process is the first oxonium [3,3]-sigmatropic rearrangement of an allenic alcohol to a homopropargylic alcohol in the presence of aldehydes and Lewis acid.

Original language	English
Pages (from-to)	2456-2457
Number of pages	2
Journal	Chemical Communications
Issue number	21
DOIs	https://doi.org/10.1039/b411653d
Publication status	Published - Nov 7 2004
Externally published	Yes

ASJC Scopus Subject Areas

Electronic, Optical and Magnetic Materials
Catalysis
Ceramics and Composites
General Chemistry
Surfaces, Coatings and Films
Metals and Alloys
Materials Chemistry

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abstract = "A new and efficient method of obtaining homopropargylic alcohols via homopropargylic transfer from the allenic alcohol to various aldehydes in the presence of Lewis acid catalysts is described; stereochemical studies have shown that this process is the first oxonium [3,3]-sigmatropic rearrangement of an allenic alcohol to a homopropargylic alcohol in the presence of aldehydes and Lewis acid.",

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Silicon-assisted propargylic transfer to aldehydes

Abstract

ASJC Scopus Subject Areas

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