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Stereoselective Synthesis of the Side Chains of Mycolactones A and B Featuring Stepwise Double Substitutions of 1,1‐Dibromo‐1‐alkenes
Author(s) -
Yin Ning,
Wang Guangwei,
Qian Mingxing,
Negishi Eiichi
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.200600012
Subject(s) - stereoselectivity , side chain , chemistry , stereochemistry , tetra , double bond , combinatorial chemistry , medicinal chemistry , catalysis , polymer chemistry , organic chemistry , polymer
Piecing them together : The side chains of mycolactones A and B are synthesized with a high degree of stereoselectivity. The components of the side chains are prepared separately, then combined through Pd‐catalyzed cross‐coupling (see scheme; Z 1 = tert ‐butyldimethylsilyl, Z 2 =methoxymethyl, TBAF=tetra‐ n ‐butylammonium fluoride).