4.4 Article

Two-carbon ring expansion of cyclobutanone skeletons by nickel-catalyzed intermolecular alkyne insertion

Journal

TETRAHEDRON
Volume 62, Issue 32, Pages 7540-7546

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2006.03.118

Keywords

alkyne; beta-carbon elimination; cyclobutanone; nickel; oxidative cyclization; ring expansion

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The reaction of cyclobutanone with an alkyne in the presence of a nickel(0) catalyst formally achieves intermolecular alkyne insertion between the carbonyl carbon and the a-carbon of a cyclobutanone, providing a six-membered carbocyclic skeleton. (c) 2006 Elsevier Ltd. All rights reserved.

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