Synthesis of alkylbismuths by regiodivergent carbobismuthination of simple alkenes

Chemistry. 2013 Oct 18;19(43):14411-5. doi: 10.1002/chem.201302194. Epub 2013 Oct 2.

Abstract

Switchable regioselectivity: This study represents the first carbobismuthination of alkenes achieved by the treatment of an alkene with a bismuth halide and a ketene silyl acetal. This reaction is particularly noteworthy in that a change in the type of halogen on a bismuth atom very easily switched the regioselectivity.

Keywords: alkenes; bismuth; carbobismuthination; ketene silyl acetal; synthetic methods.