Journal of the American Chemical Society 2011-03-09

Rhodium-catalyzed enantioselective addition of boronic acids to N-benzylnicotinate salts.

Nadeau Christian, Sara Aly, Kevin Belyk

Index: J. Am. Chem. Soc. 133(9) , 2878-80, (2011)

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Abstract

The highly enantioselective catalytic asymmetric addition of aryl and alkenylboronic acids to N-benzylnicotinate salt 1 is described. The dihydropyridine 2 reaction products can be converted to synthetically useful piperidines. Application of the methodology to the preparation of enantioenriched quaternary chiral centers is also discussed.