Two carbon homologated alpha,beta-unsaturated aldehydes from alcohols using the in situ oxidation-Wittig reaction

M  Reid; D J  Rowe; R J K  Taylor

doi:10.1039/b306738f

Two carbon homologated alpha,beta-unsaturated aldehydes from alcohols using the in situ oxidation-Wittig reaction

M Reid, D J Rowe, R J K Taylor

Chemistry

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

Abstract

The in situ oxidation-Wittig reaction, followed by subsequent hydrolysis, has been applied to the conversion of primary alcohols into alpha,beta-unsaturated aldehydes. This conversion, which proceeds via the intermediacy of the homologated unsaturated dioxolanes, gives good to excellent yields with a range of benzylic alcohols and heterocyclic methanols.

Original language	English
Pages (from-to)	2284-2285
Number of pages	2
Journal	Chemical Communications
Issue number	18
DOIs	https://doi.org/10.1039/b306738f
Publication status	Published - 21 Sept 2003

Keywords

ACTIVATED ALCOHOLS
MANGANESE-DIOXIDE
DIRECT CONVERSION
AMINES

Access to Document

10.1039/b306738f

Cite this

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abstract = "The in situ oxidation-Wittig reaction, followed by subsequent hydrolysis, has been applied to the conversion of primary alcohols into alpha,beta-unsaturated aldehydes. This conversion, which proceeds via the intermediacy of the homologated unsaturated dioxolanes, gives good to excellent yields with a range of benzylic alcohols and heterocyclic methanols.",

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AB - The in situ oxidation-Wittig reaction, followed by subsequent hydrolysis, has been applied to the conversion of primary alcohols into alpha,beta-unsaturated aldehydes. This conversion, which proceeds via the intermediacy of the homologated unsaturated dioxolanes, gives good to excellent yields with a range of benzylic alcohols and heterocyclic methanols.

KW - ACTIVATED ALCOHOLS

KW - MANGANESE-DIOXIDE

KW - DIRECT CONVERSION

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