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A Concise, Biomimetic Total Synthesis of Stephacidin A and Notoamide B
Author(s) -
Greshock Thomas J.,
Grubbs Alan W.,
Tsukamoto Sachiko,
Williams Robert M.
Publication year - 2007
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.200604378
Subject(s) - copying , total synthesis , intramolecular force , scheme (mathematics) , oxaziridine , content (measure theory) , nonsense , chemistry , computer science , stereochemistry , mathematics , political science , law , biochemistry , mathematical analysis , gene
Copying nature : A biomimetic total synthesis of stephacidin A has been accomplished using an intramolecular Diels–Alder reaction. Stephacidin A was then converted into notoamide B in a single step by oxaziridine‐mediated oxidation to provide the first biomimetic total synthesis of notoamide B (see scheme).