ChemInform Abstract: Indium Hydride Catalyzed Chemo‐ and Diastereoselective Reductive Aldol Reactions.

Abstract

Indium Hydride Catalyzed Chemo-and Diastereoselective Reductive Aldol Reactions. -A combination of MePhSiH 2 and methanol in the presence of catalytic amounts of dibromoindium methoxide efficiently promotes the reductive aldol condensation of enone (I) with different functionalized keto-compounds. Br 2InH is proposed to be the active catalytic species. Moreover, reductive removal of the bromo substituent of product (V) allows a highly diastereoselective access to derivative (VIII) which is not accessible from acetophenone. -(IEKI, R.; MIYAMOTO, S.; TSUNOI, S.; SHIBATA*, I.; J. Organomet. Chem. 751 (2014) 471-474, http://dx.