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Enantiospecific Synthesis of 2,5‐Disubstituted Piperidine Derivatives: Synthesis of (+)‐Pseudoconhydrine
Author(s) -
Dockner Michael,
Sasaki N. André,
Riche Claude,
Potier Pierre
Publication year - 1997
Publication title -
liebigs annalen
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0947-3440
DOI - 10.1002/jlac.199719970633
Subject(s) - piperidine , chemistry , hydrochloride , stereochemistry , optically active , combinatorial chemistry , enantioselective synthesis , organic chemistry , catalysis
A novel methodology for the synthesis of any one of the four stereoisomers of a 2,5‐disubstituted piperidine in optically pure form is described, starting from readily available chiral building blocks 10 and 11 (or their antipodes). The utility of this approach is demonstrated in the total synthesis of (+)‐pseudoconhydrine hydrochloride, the structure of which was confirmed by X‐ray analysis.