In Situ Generation of Zinc Carbenoids from Diazo Compounds and Zinc Salts: Asymmetric Synthesis of 1,2,3-Substituted Cyciopropanes

摘要

The Simmons-Smith reaction has proven to be a very powerful tool for the synthesis of cyciopropanes. Since the seminal report, many methods have been reported to generate zinc carbenoids. Among them, the reaction of gem-dihaloalkanes with diethyl zinc has proven to be the most efficient. However, to the best of our knowledge, no Simmons-Smith reaction using a catalytic amount of zinc has proven to be efficient in the synthesis of enantioenriched cyciopropanes.