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Highly Enantiospecific Platinum-Catalyzed Cycloisomerizations: Synthesis of Enantioenriched Oxabicycloheptene Derivatives

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posted on 05.04.2013, 00:00 by Eric T. Newcomb, Eric M. Ferreira
Enantiospecific cycloisomerizations of 1,6-enynes to form oxabicyclo[4.1.0]heptene derivatives are described. Enantiospecificity is consistently high regardless of alkene or alkyne substitution, providing a general approach to greatly enantioenriched cyclopropanes. Additionally, a model for stereochemical transfer is proposed.