GaCl3 promoted one-step α,α-diethynylation and α,α-diethenylation reactions of silyl enol ethers

Ryo Amemiya; Yutaka Miyake; Masahiko Yamaguchi

doi:10.1016/j.tetlet.2006.01.025

GaCl₃ promoted one-step α,α-diethynylation and α,α-diethenylation reactions of silyl enol ethers

Ryo Amemiya, Yutaka Miyake, Masahiko Yamaguchi

PHA - Molecular Pharmaceutical Science

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

12 Citations (Scopus)

Abstract

In the presence of GaCl₃ and 2,6-di(tert-butyl)-4- methylpyridine, α-monosubstituted silyl enol ethers were α,α-diethynylated with a chlorosilylacetylene in one step. An analogous reaction using a silylacetylene gave α,α-diethenylated ketones.

Original language	English
Pages (from-to)	1797-1800
Number of pages	4
Journal	Tetrahedron Letters
Volume	47
Issue number	11
DOIs	https://doi.org/10.1016/j.tetlet.2006.01.025
Publication status	Published - 2006 Mar 13

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tetlet.2006.01.025

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title = "GaCl3 promoted one-step α,α-diethynylation and α,α-diethenylation reactions of silyl enol ethers",

abstract = "In the presence of GaCl3 and 2,6-di(tert-butyl)-4- methylpyridine, α-monosubstituted silyl enol ethers were α,α-diethynylated with a chlorosilylacetylene in one step. An analogous reaction using a silylacetylene gave α,α-diethenylated ketones.",

author = "Ryo Amemiya and Yutaka Miyake and Masahiko Yamaguchi",

year = "2006",

month = mar,

day = "13",

doi = "10.1016/j.tetlet.2006.01.025",

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pages = "1797--1800",

journal = "Tetrahedron Letters",

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T1 - GaCl3 promoted one-step α,α-diethynylation and α,α-diethenylation reactions of silyl enol ethers

AU - Amemiya, Ryo

AU - Miyake, Yutaka

AU - Yamaguchi, Masahiko

PY - 2006/3/13

Y1 - 2006/3/13

N2 - In the presence of GaCl3 and 2,6-di(tert-butyl)-4- methylpyridine, α-monosubstituted silyl enol ethers were α,α-diethynylated with a chlorosilylacetylene in one step. An analogous reaction using a silylacetylene gave α,α-diethenylated ketones.

AB - In the presence of GaCl3 and 2,6-di(tert-butyl)-4- methylpyridine, α-monosubstituted silyl enol ethers were α,α-diethynylated with a chlorosilylacetylene in one step. An analogous reaction using a silylacetylene gave α,α-diethenylated ketones.

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U2 - 10.1016/j.tetlet.2006.01.025

DO - 10.1016/j.tetlet.2006.01.025

M3 - Article

AN - SCOPUS:32244437968

SN - 0040-4039

VL - 47

SP - 1797

EP - 1800

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 11

ER -

GaCl₃ promoted one-step α,α-diethynylation and α,α-diethenylation reactions of silyl enol ethers

Abstract

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