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Total Synthesis and Absolute Configuration of the Novel Microtubule‐Stabilizing Agent Peloruside A
Author(s) -
Liao Xibin,
Wu Yusheng,
De Brabander Jef K.
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.200351145
Subject(s) - enantioselective synthesis , absolute configuration , total synthesis , microtubule , mitsunobu reaction , natural product , stereochemistry , chemistry , biology , organic chemistry , catalysis , microbiology and biotechnology
A unique configuration‐dependent mechanistic switch , observed when epimeric seco‐acids are subjected to typical Mitsunobu lactonization conditions, is just one of the many unexpected, yet insightful surprises of a synthetic adventure culminating in the first enantioselective total synthesis of the novel microtubule‐stabilizing natural product peloruside A ( 1 ).