Synthesis of Optically Active Boron–Silicon Bifunctional Cyclopropane Derivatives through Enantioselective Copper(I)‐Catalyzed Reaction of Allylic Carbonates with a Diboron Derivative

Abstract

Two for the show: A copper(I)-catalyzed reaction forms boron–silicon bifunctional cyclopropane derivatives from γ-silylated allylic carbonates and a diboron species (see scheme). The reaction is highly enantioselective when a chiral bisphosphine ligand is used. The stereoelectronic effect of the silyl group induces unusual regioselectivity of the borylcopper(I) addition across the CC double bond. Supporting information for this article is available on the WWW under http://www.wiley-vch.de/contents/jc_2002/2008/z802342_s.pdf or from the author. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.