Lewis acid-catalyzed nucleophilic substitutions of propargylic and allylic silyl ethers with enol silyl ethers

Teruhiko Ishikawa; Toshiaki Aikawa; Yumiko Mori; Seiki Saito

doi:10.1021/ol0271537

Lewis acid-catalyzed nucleophilic substitutions of propargylic and allylic silyl ethers with enol silyl ethers

Teruhiko Ishikawa, Toshiaki Aikawa, Yumiko Mori, Seiki Saito

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

34 Citations (Scopus)

Abstract

(Matrix presented) Nucleophilic reactions of various enol silyl ethers with carbocation species generated from propargyl silyl ethers by the action of a Lewis acid have been developed. The present method is highly useful for the introduction of allenic or enyne functionalities into the α-position of substituted ketones.

Original language	English
Pages (from-to)	51-54
Number of pages	4
Journal	Organic Letters
Volume	5
Issue number	1
DOIs	https://doi.org/10.1021/ol0271537
Publication status	Published - Jan 9 2003

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol0271537

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title = "Lewis acid-catalyzed nucleophilic substitutions of propargylic and allylic silyl ethers with enol silyl ethers",

abstract = "(Matrix presented) Nucleophilic reactions of various enol silyl ethers with carbocation species generated from propargyl silyl ethers by the action of a Lewis acid have been developed. The present method is highly useful for the introduction of allenic or enyne functionalities into the α-position of substituted ketones.",

author = "Teruhiko Ishikawa and Toshiaki Aikawa and Yumiko Mori and Seiki Saito",

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AU - Ishikawa, Teruhiko

AU - Aikawa, Toshiaki

AU - Mori, Yumiko

AU - Saito, Seiki

PY - 2003/1/9

Y1 - 2003/1/9

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AB - (Matrix presented) Nucleophilic reactions of various enol silyl ethers with carbocation species generated from propargyl silyl ethers by the action of a Lewis acid have been developed. The present method is highly useful for the introduction of allenic or enyne functionalities into the α-position of substituted ketones.

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Lewis acid-catalyzed nucleophilic substitutions of propargylic and allylic silyl ethers with enol silyl ethers

Abstract

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