Enantioselective Syntheses of 2-Alkyl- and 2,6-Dialkylpiperidine Alkaloids: Preparations of the Hydrochlorides of (−)-Coniine, (−)-Solenopsin A, and (−)-Dihydropinidine
- 18 December 1999
- journal article
- research article
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 2 (2) , 155-158
- https://doi.org/10.1021/ol9912534
Abstract
Sequences of lithiation−substitution, enantioselective hydrogenation, and diastereoselective lithiation−substitution provide efficient highly enantioselective syntheses of 2-substituted and cis and trans 2,6-disubstituted piperidines. The methodology is demonstrated by syntheses of (−)-coniine, (−)-solenopsin A, and (−)-dihydropinidine as their hydrochlorides.Keywords
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