4.8 Article

Gold-Catalyzed Diastereoselective Cycloisomerization of Alkylidene-Cyclopropane-Bearing 1,6-Diynes

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 53, Issue 30, Pages 7904-7907

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201405147

Keywords

1,6-diynes; cycloisomerization; cyclopropylidenes; gold catalysis; synthetic methods

Funding

  1. National Institutes of Health, General Medicine [GM-60578]

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An unprecedented gold-catalyzed diastereoselective cycloisomerization of 1,6-diynes bearing an alkylidene cyclopropane moiety has been developed. This methodology enables rapid access to a variety of 1,2-trimethylenenorbornanes, which are important building blocks in the preparations of abiotic and sesquiterpene core structures.

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