Synthesis of α-silylcarboxylic acids

Alex V. Shtelman; James Y. Becker

doi:10.1016/j.tet.2010.12.020

Synthesis of α-silylcarboxylic acids

Alex V. Shtelman, James Y. Becker

Department of Chemistry

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

5 Scopus citations

Abstract

New α-silylacetic acids have been prepared following a general and convenient procedure of a one-pot reaction between trimethylsilylacetate and different chlorosilanes. New derivatives of diphenyl(methyl)silylacetic acid were prepared by a direct alkylation of its dianion with benzyl-, allyl-, and alkyl halides and trimethylchlorogermane to afford new α-silylcarboxylic acids.

Original language	English
Pages (from-to)	1135-1141
Number of pages	7
Journal	Tetrahedron
Volume	67
Issue number	6
DOIs	https://doi.org/10.1016/j.tet.2010.12.020
State	Published - 11 Feb 2011

Keywords

Alkylation
Chlorosilanes
α, α′-Disilyldicarboxylic acids
α-Silylacetic acid dianion
α-Silylcarboxylic acids

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tet.2010.12.020

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title = "Synthesis of α-silylcarboxylic acids",

abstract = "New α-silylacetic acids have been prepared following a general and convenient procedure of a one-pot reaction between trimethylsilylacetate and different chlorosilanes. New derivatives of diphenyl(methyl)silylacetic acid were prepared by a direct alkylation of its dianion with benzyl-, allyl-, and alkyl halides and trimethylchlorogermane to afford new α-silylcarboxylic acids.",

keywords = "Alkylation, Chlorosilanes, α, α′-Disilyldicarboxylic acids, α-Silylacetic acid dianion, α-Silylcarboxylic acids",

author = "Shtelman, {Alex V.} and Becker, {James Y.}",

note = "Funding Information: This research was supported (in part) by the Israel Science Foundation (grant No. 317/07 ). The authors are thankful to Mrs. E. Solomon for technical assistance. ",

year = "2011",

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T1 - Synthesis of α-silylcarboxylic acids

AU - Shtelman, Alex V.

AU - Becker, James Y.

N1 - Funding Information: This research was supported (in part) by the Israel Science Foundation (grant No. 317/07 ). The authors are thankful to Mrs. E. Solomon for technical assistance.

PY - 2011/2/11

Y1 - 2011/2/11

N2 - New α-silylacetic acids have been prepared following a general and convenient procedure of a one-pot reaction between trimethylsilylacetate and different chlorosilanes. New derivatives of diphenyl(methyl)silylacetic acid were prepared by a direct alkylation of its dianion with benzyl-, allyl-, and alkyl halides and trimethylchlorogermane to afford new α-silylcarboxylic acids.

AB - New α-silylacetic acids have been prepared following a general and convenient procedure of a one-pot reaction between trimethylsilylacetate and different chlorosilanes. New derivatives of diphenyl(methyl)silylacetic acid were prepared by a direct alkylation of its dianion with benzyl-, allyl-, and alkyl halides and trimethylchlorogermane to afford new α-silylcarboxylic acids.

KW - Alkylation

KW - Chlorosilanes

KW - α, α′-Disilyldicarboxylic acids

KW - α-Silylacetic acid dianion

KW - α-Silylcarboxylic acids

UR - http://www.scopus.com/inward/record.url?scp=78751573996&partnerID=8YFLogxK

U2 - 10.1016/j.tet.2010.12.020

DO - 10.1016/j.tet.2010.12.020

M3 - Article

AN - SCOPUS:78751573996

SN - 0040-4020

VL - 67

SP - 1135

EP - 1141

JO - Tetrahedron

JF - Tetrahedron

IS - 6

ER -

Synthesis of α-silylcarboxylic acids

Abstract

Keywords

ASJC Scopus subject areas

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