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Catalytic Enantioselective Nazarov Cyclization: Construction of Vicinal All‐Carbon‐Atom Quaternary Stereocenters
Author(s) -
Jolit Anais,
Walleser Patrick M.,
Yap Glenn P. A.,
Tius Marcus A.
Publication year - 2014
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.201403587
Subject(s) - stereocenter , vicinal , enantioselective synthesis , diastereomer , catalysis , chemistry , carbon atom , quaternary carbon , stereochemistry , organic chemistry , alkyl
Abstract The diastereoselective asymmetric synthesis of vicinal all‐carbon‐atom quaternary stereocenters is a challenging problem in organic synthesis for which only few solutions have been described. A catalytic asymmetric Nazarov cyclization of fully substituted dienones that provides cyclopentenone derivatives with vicinal quaternary stereocenters in high optical purity and as single diastereoisomers is now reported.