The polymer-supported Cadiot-Chodkiewicz coupling of acetylenes to produce unsymmetrical diynes

John M. Montierth; Dierdre R. DeMario; Mark J. Kurth; Neil E. Schore

doi:10.1016/S0040-4020(98)83035-4

The polymer-supported Cadiot-Chodkiewicz coupling of acetylenes to produce unsymmetrical diynes

John M. Montierth, Dierdre R. DeMario, Mark J. Kurth, Neil E. Schore

Chemistry

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

75 Scopus citations

Abstract

Cu(II)-catalyzed coupling of polymer-bound' ω-haloalkyn-1-ols to terminal alkynes proceeds in moderate yield to give unsymmetrical diynes upon hydrolytic removal from the polymer. Formation of the symmetrical homocoupled byproduct is suppressed relative to conventional Cadiot-Chodkiewicz conditions in homogeneous solution.

Original language	English (US)
Pages (from-to)	11741-11748
Number of pages	8
Journal	Tetrahedron
Volume	54
Issue number	39
DOIs	https://doi.org/10.1016/S0040-4020(98)83035-4
State	Published - Sep 24 1998

ASJC Scopus subject areas

Biochemistry
Organic Chemistry
Drug Discovery

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title = "The polymer-supported Cadiot-Chodkiewicz coupling of acetylenes to produce unsymmetrical diynes",

abstract = "Cu(II)-catalyzed coupling of polymer-bound' ω-haloalkyn-1-ols to terminal alkynes proceeds in moderate yield to give unsymmetrical diynes upon hydrolytic removal from the polymer. Formation of the symmetrical homocoupled byproduct is suppressed relative to conventional Cadiot-Chodkiewicz conditions in homogeneous solution.",

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AU - DeMario, Dierdre R.

AU - Kurth, Mark J.

AU - Schore, Neil E.

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N2 - Cu(II)-catalyzed coupling of polymer-bound' ω-haloalkyn-1-ols to terminal alkynes proceeds in moderate yield to give unsymmetrical diynes upon hydrolytic removal from the polymer. Formation of the symmetrical homocoupled byproduct is suppressed relative to conventional Cadiot-Chodkiewicz conditions in homogeneous solution.

AB - Cu(II)-catalyzed coupling of polymer-bound' ω-haloalkyn-1-ols to terminal alkynes proceeds in moderate yield to give unsymmetrical diynes upon hydrolytic removal from the polymer. Formation of the symmetrical homocoupled byproduct is suppressed relative to conventional Cadiot-Chodkiewicz conditions in homogeneous solution.

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