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Total Synthesis of the Antipode of Alkaloid 205 B
Author(s) -
Toyooka Naoki,
Fukutome Ayako,
Shinoda Hiroyuki,
Nemoto Hideo
Publication year - 2003
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200351906
Subject(s) - enantioselective synthesis , conjugate , piperidine , chemistry , stereochemistry , alkaloid , total synthesis , michael reaction , ring (chemistry) , natural product , organic chemistry , mathematics , catalysis , mathematical analysis
Forming the tetrasubstituted piperidine ring with stereocontrol in a Michael‐type conjugate addition is a key step in the first enantioselective synthesis of the antipode 1 of alkaloid 205 B. The absolute stereochemistry of the natural product could be determined unambiguously by comparison of the optical rotations.