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Total Synthesis of (+)‐Isatisine A
Author(s) -
Karadeolian Avedis,
Kerr Michael A.
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.200906632
Subject(s) - cyclopropane , tetrahydrofuran , total synthesis , key (lock) , ring (chemistry) , construct (python library) , information retrieval , computer science , chemistry , stereochemistry , world wide web , organic chemistry , programming language , computer security , solvent
Isatis indigotica has long been used as a source of therapeutic compounds in traditional Chinese medicine (the roots are the source of Ben Lan Gen herbal tea). In 2007 the leaves of I. indigotica yielded isatisine A, an unusual oxidized bis‐indole. A concise, enantiospecific total synthesis of isatisine A is reported using a homochiral cyclopropane diester to construct the key tetrahydrofuran ring.