Regio- and stereoselective preparation of silyl enol ethers by alkylidenation of silyl esters

Kazuhiko Takai; Yasutaka Kataoka; Takashi Okazoe; Kiitiro Utimoto

doi:10.1016/0040-4039(88)85336-X

Regio- and stereoselective preparation of silyl enol ethers by alkylidenation of silyl esters

Kazuhiko Takai, Yasutaka Kataoka, Takashi Okazoe, Kiitiro Utimoto

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

43 Citations (Scopus)

Abstract

Treatment of trimethylsilyl esters with a reagent for alkylidenation of carbonyl groups derived from 1,1-dibromoalkane, zinc, TiCl₄, and TMEDA in THF gives Z-trimethylsilyl enol ethers in a regio- and stereoselective manner.

Original language	English
Pages (from-to)	1065-1068
Number of pages	4
Journal	Tetrahedron Letters
Volume	29
Issue number	9
DOIs	https://doi.org/10.1016/0040-4039(88)85336-X
Publication status	Published - 1988
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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title = "Regio- and stereoselective preparation of silyl enol ethers by alkylidenation of silyl esters",

abstract = "Treatment of trimethylsilyl esters with a reagent for alkylidenation of carbonyl groups derived from 1,1-dibromoalkane, zinc, TiCl4, and TMEDA in THF gives Z-trimethylsilyl enol ethers in a regio- and stereoselective manner.",

author = "Kazuhiko Takai and Yasutaka Kataoka and Takashi Okazoe and Kiitiro Utimoto",

year = "1988",

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T1 - Regio- and stereoselective preparation of silyl enol ethers by alkylidenation of silyl esters

AU - Takai, Kazuhiko

AU - Kataoka, Yasutaka

AU - Okazoe, Takashi

AU - Utimoto, Kiitiro

PY - 1988

Y1 - 1988

N2 - Treatment of trimethylsilyl esters with a reagent for alkylidenation of carbonyl groups derived from 1,1-dibromoalkane, zinc, TiCl4, and TMEDA in THF gives Z-trimethylsilyl enol ethers in a regio- and stereoselective manner.

AB - Treatment of trimethylsilyl esters with a reagent for alkylidenation of carbonyl groups derived from 1,1-dibromoalkane, zinc, TiCl4, and TMEDA in THF gives Z-trimethylsilyl enol ethers in a regio- and stereoselective manner.

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DO - 10.1016/0040-4039(88)85336-X

M3 - Article

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 9

ER -

Regio- and stereoselective preparation of silyl enol ethers by alkylidenation of silyl esters

Abstract

ASJC Scopus subject areas

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