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

National University of Singapore

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

36 Scopus citations

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
State	Published - 7 Nov 2004
Externally published	Yes

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title = "Silicon-assisted propargylic transfer to aldehydes",

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.",

author = "Lee, {Kiew Ching} and Lin, {Man Jing} and Loh, {Teck Peng}",

year = "2004",

month = nov,

day = "7",

doi = "10.1039/b411653d",

language = "英语",

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journal = "Chemical Communications",

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T1 - Silicon-assisted propargylic transfer to aldehydes

AU - Lee, Kiew Ching

AU - Lin, Man Jing

AU - Loh, Teck Peng

PY - 2004/11/7

Y1 - 2004/11/7

N2 - 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.

AB - 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.

UR - http://www.scopus.com/inward/record.url?scp=9444289945&partnerID=8YFLogxK

U2 - 10.1039/b411653d

DO - 10.1039/b411653d

M3 - 文章

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AN - SCOPUS:9444289945

SN - 1359-7345

SP - 2456

EP - 2457

JO - Chemical Communications

JF - Chemical Communications

IS - 21

ER -

Silicon-assisted propargylic transfer to aldehydes

Abstract

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