Double transfer of chirality in organocopper-mediated bis(alkylating) cycloisomerization of enediynes

Abstract

An original synthesis of chiral benzofulvenes triggered by organocopper reagents is reported. These enantiopure products are available through a highly chemo-, regio-, diastereo-, and enantioselective bis(alkylating) cycloisomerization process. A double chirality transfer (central-to-axial-to-central) is observed.

Keywords: alkynes; carbocycles; chirality; copper; cycloisomerization.