4.4 Article

Ring expansion reactions of ethyl cyclopropylideneacetate and benzosilacyclobutenes: formal σ bond cross metathesis

Journal

TETRAHEDRON LETTERS
Volume 51, Issue 46, Pages 6028-6030

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2010.09.031

Keywords

Ring expansion; Benzosilacyclobutene; Biphenylene; Methylenecyclopropane; Ni catalyst

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The ring expansion reaction of ethyl cyclopropylideneacetate (1) with benzosilacyclobutenes proceeded smoothly in the presence of Ni(cod)(2)-TOPP (tribiphenyl-2-yl phosphite) to give benzosilacycloheptenes in good yields. This formal sigma bond metathesis reaction proceeded in a selective manner. The Ni-catalyzed reaction of 1 with biphenylenes was also examined. (C) 2010 Elsevier Ltd. All rights reserved.

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