Enantioselective synthesis of 2-arylpiperidines from chiral lactams. A concise synthesis of (–)-anabasine
- 12 February 2002
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Chemical Communications
- No. 5,p. 526-527
- https://doi.org/10.1039/b200020m
Abstract
Cyclodehydration of achiral or racemic aryl-δ-oxoacids with (R)-phenylglycinol stereoselectively affords chiral non-racemic bicyclic lactams, from which the enantiodivergent synthesis of (R)- and (S)-2-phenylpiperidine, the diastereodivergent synthesis of cis- and trans-3-ethyl-2-phenylpiperidine, and the enantioselective synthesis of the piperidine alkaloid (−)-anabasine is reported.Keywords
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