Asymmetric Synthesis of 2-Aryl and 2-Vinyl Piperidines by
Dynamic Resolution

T. K. Beng; R. E. Gawley

doi:10.1055/s-0030-1259596

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Synfacts 2011(4): 0430-0430
DOI: 10.1055/s-0030-1259596

Metal-Mediated Synthesis

Asymmetric Synthesis of 2-Aryl and 2-Vinyl Piperidines by Dynamic Resolution

Contributor(s): Paul Knochel, Andreas J. Wagner
T. K. Beng, R. E. Gawley*
University of Arkansas, Fayetteville, USA

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Publication History

Publication Date:
18 March 2011 (online)

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Significance

The catalytic dynamic resolution (CDR) of racemic N-Boc-2-lithiopiperidine using a chiral additive enables after transmetalation to zinc the highly enantioselective synthesis of 2-arylated or 2-vinylated piperidines by palladium-catalyzed cross-coupling reactions.