Sunday, May 6, 2007

Rhodium-Catalyzed Asymmetric Synthesis of 3,3-Disubstituted 1-Indanones


Ryo Shintani, Keishi Takatsu, Tamio Hayashi

Angewandte Chemie International Edition; 2006, 46, 3537-3737
DOI: 10.1002/anie.200700226

Summary: Chiral indanones that are difficult to obtain by other synthetic methods can be prepared via an enantioselective addition of aryl boronates to aryl alkynyl ketones. The resulting substituted indanones arrive from a tandem Rh-catalyzed C-H functionalization-cyclization sequence. This reaction utilizes a rhodium catalyst system with the asymmetric induction originating from a chiral bisphosphine ligand.