Catalytic Oxidative Ligand Transfer of Rh-Carbynoids and Alkyl Iodides

Identifier:  imarina:9464933

Handle: https://hdl.handle.net/20.500.11797/imarina9464933

Authors:  Guasch, JE; Pal, D; Suero, MG

Abstract:
Herein, we disclose the first catalytic generation of alkyl-I(III) Rh(II)-carbynoids via oxidative ligand transfer between alkyl iodides and aryl-I(III) Rh(II)-carbynoids. When homoallylic iodides were used, alkyl-I(III) Rh(II)-carbynoids evolved through a diastereoselective cyclopropanation that led to highly electrophilic bicyclic alkyl-I(III) species. We observed that the latter species reacted with a plethora of nucleophiles, enabling access to a valuable class of cyclopropanes that were converted to housanes.