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Asymmetric Synthesis and Biosynthetic Implications of (+)‐Fusarisetin A
Author(s) -
Yin Jun,
Wang Cheng,
Kong Lili,
Cai Shujun,
Gao Shuanhu
Publication year - 2012
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.201202455
Subject(s) - intramolecular force , computer science , transformation (genetics) , content (measure theory) , information retrieval , chemistry , combinatorial chemistry , stereochemistry , biochemistry , mathematics , gene , mathematical analysis
Starting from equisetin , the asymmetric synthesis of (+)‐fusarisetin A has been accomplished in a one‐pot transformation including a biomimetic oxidation and an intramolecular Diels–Alder/Roskamp reaction. Peroxyfusarisetin is proposed as a plausible biosynthetic intermediate based on studies of the oxidation of equisetin.