Gold-catalyzed transesterification of ortho-alkynylbenzoic acid esters: a novel protecting group for alcohols and phenols

Kazuteru Umetsu; Naoki Asao

doi:10.1016/j.tetlet.2008.09.146

Gold-catalyzed transesterification of ortho-alkynylbenzoic acid esters: a novel protecting group for alcohols and phenols

Kazuteru Umetsu, Naoki Asao

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

12 Citations (Scopus)

Abstract

Treatment of ortho-alkynylbenzoic acid esters with excess amounts of EtOH in the presence of a gold catalyst results in the liberation of alcohols or phenols in high yields under mild conditions. The protection of alcohols and phenols proceeds smoothly by use of ortho-alkynylbenzoic acid or ortho-iodobenzoyl chloride. Highly chemoselective deprotections are described.

Original language	English
Pages (from-to)	7046-7049
Number of pages	4
Journal	Tetrahedron Letters
Volume	49
Issue number	49
DOIs	https://doi.org/10.1016/j.tetlet.2008.09.146
Publication status	Published - 2008 Dec 1

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tetlet.2008.09.146

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abstract = "Treatment of ortho-alkynylbenzoic acid esters with excess amounts of EtOH in the presence of a gold catalyst results in the liberation of alcohols or phenols in high yields under mild conditions. The protection of alcohols and phenols proceeds smoothly by use of ortho-alkynylbenzoic acid or ortho-iodobenzoyl chloride. Highly chemoselective deprotections are described.",

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T2 - a novel protecting group for alcohols and phenols

AU - Umetsu, Kazuteru

AU - Asao, Naoki

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Y1 - 2008/12/1

N2 - Treatment of ortho-alkynylbenzoic acid esters with excess amounts of EtOH in the presence of a gold catalyst results in the liberation of alcohols or phenols in high yields under mild conditions. The protection of alcohols and phenols proceeds smoothly by use of ortho-alkynylbenzoic acid or ortho-iodobenzoyl chloride. Highly chemoselective deprotections are described.

AB - Treatment of ortho-alkynylbenzoic acid esters with excess amounts of EtOH in the presence of a gold catalyst results in the liberation of alcohols or phenols in high yields under mild conditions. The protection of alcohols and phenols proceeds smoothly by use of ortho-alkynylbenzoic acid or ortho-iodobenzoyl chloride. Highly chemoselective deprotections are described.

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JF - Tetrahedron Letters

SN - 0040-4039

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ER -

Gold-catalyzed transesterification of ortho-alkynylbenzoic acid esters: a novel protecting group for alcohols and phenols

Abstract

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