4.4 Article

Ni-catalyzed addition reaction of allylic selenides to alkynes

Journal

TETRAHEDRON LETTERS
Volume 48, Issue 38, Pages 6655-6659

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2007.07.112

Keywords

nickel; selenium; addition; homogeneous catalysis

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Nickel complex catalysts, Ni(cod)(2)-2PPh(3) and Ni(cod)(2)-dppb systems in particular, catalyze the addition reactions of phenyl allyl selenide to terminal alkynes to regioselectively afford 2-phenylseleno-l-allyl-l-alkenes in good to excellent yields. A mechanism that involves a eta(3)-allyl-nickel complex is proposed on the basis of isolation, crystal structure determination and reactivity study of the complex. (c) 2007 Elsevier Ltd. All rights reserved.

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