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Synfacts 2011(6): 0641-0641  
DOI: 10.1055/s-0030-1260441
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Asymmetric Addition of Boronic Acids to N-Benzylnicotinate Salts

Contributor(s): Hisashi Yamamoto, Jiajing Tan
C. Nadeau*, S. Aly, K. Belyk
Merck Frosst Centre for Therapeutic Research, Kirkland, Canada and Merck Research Laboratories, Rahway, USA
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Publication History

Publication Date:
19 May 2011 (online)

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Significance

Reported is the synthesis of chiral dihydropyridine derivatives via the rhodium-catalyzed highly enantioselective asymmetric addition of both aryl- and alkenylboronic acids to N-benzyl­nicotinate salts. An efficient application of this methodology to the preparation of synthetically useful N-Boc piperidine acid salts was also reported.