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Total Synthesis of the Antibiotic Branimycin
Author(s) -
Marchart Stefan,
Gromov Alexey,
Mulzer Johann
Publication year - 2010
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.200906453
Subject(s) - total synthesis , derivative (finance) , yield (engineering) , sequence (biology) , computer science , information retrieval , stereochemistry , chemistry , business , physics , biochemistry , finance , thermodynamics
Catch 22 : The first total synthesis of branimycin ( 1 ) has been achieved by a highly convergent approach in which the vinyl lithium derivative 3 was added to a cis ‐decalin ketone 2 . The route has 22 steps in the longest linear sequence and an overall yield of 2 %. It is highly stereocontrolled, scaleable, and flexible. MOM=methoxymethyl, TBS= tert ‐butyldimethylsilyl.