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

31 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 languageEnglish
Pages (from-to)51-54
Number of pages4
JournalOrganic Letters
Volume5
Issue number1
DOIs
Publication statusPublished - Jan 9 2003

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Lewis Acids
Ethers
Ketones
ethers
Substitution reactions
substitutes
acids
ketones
matrices
propargyl ether

ASJC Scopus subject areas

  • Molecular Medicine

Cite this

Lewis acid-catalyzed nucleophilic substitutions of propargylic and allylic silyl ethers with enol silyl ethers. / Ishikawa, Teruhiko; Aikawa, Toshiaki; Mori, Yumiko; Saito, Seiki.

In: Organic Letters, Vol. 5, No. 1, 09.01.2003, p. 51-54.

Research output: Contribution to journal › Article

Ishikawa, T, Aikawa, T, Mori, Y & Saito, S 2003, 'Lewis acid-catalyzed nucleophilic substitutions of propargylic and allylic silyl ethers with enol silyl ethers', Organic Letters, vol. 5, no. 1, pp. 51-54. https://doi.org/10.1021/ol0271537
Ishikawa T, Aikawa T, Mori Y, Saito S. Lewis acid-catalyzed nucleophilic substitutions of propargylic and allylic silyl ethers with enol silyl ethers. Organic Letters. 2003 Jan 9;5(1):51-54. https://doi.org/10.1021/ol0271537
Ishikawa, Teruhiko ; Aikawa, Toshiaki ; Mori, Yumiko ; Saito, Seiki. / Lewis acid-catalyzed nucleophilic substitutions of propargylic and allylic silyl ethers with enol silyl ethers. In: Organic Letters. 2003 ; Vol. 5, No. 1. pp. 51-54.
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