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Formal Synthesis of (+)‐Catharanthine
Author(s) -
Moisan Lionel,
Thuéry Pierre,
Nicolas Marc,
Doris Eric,
Rousseau Bernard
Publication year - 2006
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.200601307
Subject(s) - formal synthesis , computer science , key (lock) , natural product , block (permutation group theory) , product (mathematics) , stereochemistry , chemistry , mathematics , operating system , combinatorics , geometry
Madagascan periwinkle is the current source of (+)‐catharanthine, the crucial building block of the major antitumor agent vinorelbine. In the formal synthesis of this natural product, the key intermediate 1 described by Büchi and co‐workers was obtained in virtually optically pure form from L ‐serine. The strategy presented may be viewed as a general synthetic approach to optically active isoquinuclidines.