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Total Synthesis of the Antibiotic BE‐43472B
Author(s) -
Yamashita Yu,
Hirano Yoichi,
Takada Akiomi,
Takikawa Hiroshi,
Suzuki Keisuke
Publication year - 2013
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.201301591
Subject(s) - lactol , computer science , key (lock) , service (business) , world wide web , information retrieval , stereochemistry , chemistry , operating system , business , lactone , marketing
Total control : The antibiotic BE‐43472B with a unique bisanthraquinone structure has been synthesized in a completely stereocontrolled manner. The key steps are 1) a pinacol rearrangement to install the angular naphthyl group, 2) a diastereoselective methylation of a lactol derivative, and 3) the late‐stage installation of the labile hydroxy group through an epoxide.