Stereoselective Synthesis of the Side Chains of Mycolactones A and B Featuring Stepwise Double Substitutions of 1,1‐Dibromo‐1‐alkenes | Zendy

Yin Ning | Zendy; Wang Guangwei | Zendy; Qian Mingxing | Zendy; Negishi Eiichi | Zendy

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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).

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