General and selective head-to-head dimerization of terminal alkynes proceeding via hydropalladation pathway

Claire Jahier; Olga V. Zatolochnaya; Nickolay V. Zvyagintsev; Valentine P. Ananikov; Vladimir Gevorgyan

doi:10.1021/ol3010936

General and selective head-to-head dimerization of terminal alkynes proceeding via hydropalladation pathway

Claire Jahier, Olga V. Zatolochnaya, Nickolay V. Zvyagintsev, Valentine P. Ananikov, Vladimir Gevorgyan

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

68 Scopus citations

Abstract

A general highly regio- and stereoselective palladium-catalyzed head-to-head dimerization reaction of terminal acetylenes is presented. This methodology allows for the efficient synthesis of a variety of 1,4-enynes as single E stereoisomers. Computational studies reveal that this dimerization reaction proceeds via the hydropalladation pathway.

Original language	English (US)
Pages (from-to)	2846-2849
Number of pages	4
Journal	Organic Letters
Volume	14
Issue number	11
DOIs	https://doi.org/10.1021/ol3010936
State	Published - Jun 1 2012
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol3010936

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title = "General and selective head-to-head dimerization of terminal alkynes proceeding via hydropalladation pathway",

abstract = "A general highly regio- and stereoselective palladium-catalyzed head-to-head dimerization reaction of terminal acetylenes is presented. This methodology allows for the efficient synthesis of a variety of 1,4-enynes as single E stereoisomers. Computational studies reveal that this dimerization reaction proceeds via the hydropalladation pathway.",

author = "Claire Jahier and Zatolochnaya, {Olga V.} and Zvyagintsev, {Nickolay V.} and Ananikov, {Valentine P.} and Vladimir Gevorgyan",

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journal = "Organic Letters",

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T1 - General and selective head-to-head dimerization of terminal alkynes proceeding via hydropalladation pathway

AU - Jahier, Claire

AU - Zatolochnaya, Olga V.

AU - Zvyagintsev, Nickolay V.

AU - Ananikov, Valentine P.

AU - Gevorgyan, Vladimir

PY - 2012/6/1

Y1 - 2012/6/1

N2 - A general highly regio- and stereoselective palladium-catalyzed head-to-head dimerization reaction of terminal acetylenes is presented. This methodology allows for the efficient synthesis of a variety of 1,4-enynes as single E stereoisomers. Computational studies reveal that this dimerization reaction proceeds via the hydropalladation pathway.

AB - A general highly regio- and stereoselective palladium-catalyzed head-to-head dimerization reaction of terminal acetylenes is presented. This methodology allows for the efficient synthesis of a variety of 1,4-enynes as single E stereoisomers. Computational studies reveal that this dimerization reaction proceeds via the hydropalladation pathway.

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ER -

General and selective head-to-head dimerization of terminal alkynes proceeding via hydropalladation pathway

Abstract

ASJC Scopus subject areas

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