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The Enantioselective Synthesis of Phomopsin B
Author(s) -
Grimley Joshua S.,
Sawayama Andrew M.,
Tanaka Hiroko,
Stohlmeyer Michelle M.,
Woiwode Thomas F.,
Wandless Thomas J.
Publication year - 2007
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.200702537
Subject(s) - stereocenter , enantioselective synthesis , sequence (biology) , natural product , mathematics , combinatorial chemistry , stereochemistry , computer science , chemistry , arithmetic , combinatorics , catalysis , organic chemistry , biochemistry
Proven approach to a family of antimitotics : The total synthesis of phomopsin B, an antimitotic natural product, was achieved by assembling two fragments of equal complexity in a longest linear sequence of 26 steps. The approach features two catalytic transformations that set multiple stereocenters in single steps (red and blue boxes) and a general strategy for the preparation of dehydrated amino acids (green box).