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Formal Asymmetric Synthesis of Echinopine A and B
Author(s) -
Peixoto Philippe A.,
Severin Rene,
Tseng ChihChung,
Chen David Y.K.
Publication year - 2011
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.201008000
Subject(s) - intramolecular force , cycloisomerization , computer science , stereochemistry , enyne , chemistry , combinatorial chemistry , organic chemistry , catalysis
Enticing structures : The formal syntheses of 1 and 2 were accomplished by using a cascade strategy involving an enyne cycloisomerization reaction and an intramolecular Diels–Alder reaction starting from 3 . The resulting 4 underwent a late‐stage ring contraction to enable the preparation of a reported advanced intermediate, thereby constituting a formal synthesis of the structurally intriguing title compounds.