An Enantioselective Cascade Cyclopropanation Reaction Catalyzed by Rhodium(I): Asymmetric Synthesis of Vinylcyclopropanes

Abstract

N-Tosylhydrazone-yne-ene substrates are satisfactorily prepared and their cyclization under rhodium catalysis is evaluated. A cascade process involving rhodium vinyl carbene formation – through carbene/alkyne metathesis – and cyclopropanation has been developed to stereoselectively afford vinylcyclopropanes

We are grateful for the financial support by the Spanish Ministry of Education and Science (MINECO) (Project CTQ2014-54306-P) and the DIUE of the Generalitat de Catalunya (Project 2014-SGR-931 and FI predoctoral grant to >.T.)