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Enantioselective Addition of Organoboron Nucleophiles to Conjugated Alkenes
S. Sörgel, N. Tokunaga, K. Sasaki, K. Okamoto, T. Hayashi*
Kyoto University, Japan
19 March 2008 (online)
Medicinally important chiral diarylmethine subunits 3 are obtained with very high enantioselectivity by conjugate addition of boronic acids using rhodium and a chiral diene ligand previously developed by Hayashi and co-workers (Ph-bod*: Org. Lett. 2005, 7, 307). The key reaction was applied in an eight-step enantioselective synthesis of (R)-tolterodine.