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Biomimetic Synthesis of (−)‐Pycnanthuquinone C through the Diels–Alder Reaction of a Vinyl Quinone
Author(s) -
Löbermann Florian,
Mayer Peter,
Trauner Dirk
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.201001862
Subject(s) - quinone , diels–alder reaction , chemistry , relevance (law) , natural product , organic chemistry , computer science , catalysis , political science , law
Three strikes and you're out! A concise, asymmetric synthesis of pycnanthuquinone C underscores the biosynthetic relevance of Diels–Alder reactions of vinyl quinones. The relative and absolute configuration of the natural product has been elucidated.