One-step ethynylation of silyl enol ether with chlorosilylethyne

Mieko Arisawa; Ryo Amemiya; Masahiko Yamaguchi

doi:10.1021/ol026050l

One-step ethynylation of silyl enol ether with chlorosilylethyne

Mieko Arisawa, Ryo Amemiya, Masahiko Yamaguchi

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

27 Citations (Scopus)

Abstract

(matrix presented) In the presence of GaCl₃, silyl enol ethers are ethynylated at the α-carbon atom with chlorotrimethylsilylethyne. This reaction can provide α-ethynylated aryl ketones possessing acidic α-protons without isomerization to conjugated allenyl ketones.

Original language	English
Pages (from-to)	2209-2211
Number of pages	3
Journal	Organic letters
Volume	4
Issue number	13
DOIs	https://doi.org/10.1021/ol026050l
Publication status	Published - Jun 27 2002
Externally published	Yes

All Science Journal Classification (ASJC) codes

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol026050l

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title = "One-step ethynylation of silyl enol ether with chlorosilylethyne",

abstract = "(matrix presented) In the presence of GaCl3, silyl enol ethers are ethynylated at the α-carbon atom with chlorotrimethylsilylethyne. This reaction can provide α-ethynylated aryl ketones possessing acidic α-protons without isomerization to conjugated allenyl ketones.",

author = "Mieko Arisawa and Ryo Amemiya and Masahiko Yamaguchi",

year = "2002",

month = jun,

day = "27",

doi = "10.1021/ol026050l",

language = "English",

volume = "4",

pages = "2209--2211",

journal = "Organic letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "13",

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T1 - One-step ethynylation of silyl enol ether with chlorosilylethyne

AU - Arisawa, Mieko

AU - Amemiya, Ryo

AU - Yamaguchi, Masahiko

PY - 2002/6/27

Y1 - 2002/6/27

N2 - (matrix presented) In the presence of GaCl3, silyl enol ethers are ethynylated at the α-carbon atom with chlorotrimethylsilylethyne. This reaction can provide α-ethynylated aryl ketones possessing acidic α-protons without isomerization to conjugated allenyl ketones.

AB - (matrix presented) In the presence of GaCl3, silyl enol ethers are ethynylated at the α-carbon atom with chlorotrimethylsilylethyne. This reaction can provide α-ethynylated aryl ketones possessing acidic α-protons without isomerization to conjugated allenyl ketones.

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U2 - 10.1021/ol026050l

DO - 10.1021/ol026050l

M3 - Article

C2 - 12074669

AN - SCOPUS:0038644271

SN - 1523-7060

VL - 4

SP - 2209

EP - 2211

JO - Organic letters

JF - Organic letters

IS - 13

ER -

One-step ethynylation of silyl enol ether with chlorosilylethyne

Abstract

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