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Enantioselective Total Synthesis and Determination of the Absolute Configuration of the 4,6,8,10,16,18‐Hexamethyldocosane from Antitrogus parvulus
Author(s) -
Herber Christian,
Breit Bernhard
Publication year - 2005
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.200501612
Subject(s) - enantioselective synthesis , absolute configuration , absolute (philosophy) , mathematics , stereochemistry , combinatorics , statistics , chemistry , philosophy , organic chemistry , theology , catalysis
A copper‐catalyzed sp 3 –sp 3 cross‐coupling for fragment coupling in a total synthesis is demonstrated. The diastereo‐ and enantioselective total synthesis of the 4,6,8,10,16,18‐hexamethyldocosanes highlights the synthetic power of deoxypropionate construction based on an ortho ‐diphenylphosphanylbenzoyl ( o ‐DPPB)‐directed and copper‐mediated allylic substitution with Grignard reagents (see scheme).