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A Catalytic Asymmetric Three‐Component 1,4‐Addition/Aldol Reaction: Enantioselective Synthesis of the Spirocyclic System of Vannusal A
Author(s) -
Nicolaou K. C.,
Tang Wenjun,
Dagneau Philippe,
Faraoni Raffaella
Publication year - 2005
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.200500789
Subject(s) - enantioselective synthesis , aldol reaction , catalysis , component (thermodynamics) , zirconium , chemistry , organic chemistry , medicinal chemistry , stereochemistry , physics , thermodynamics
Three's not always a crowd : A three‐component reaction involving α,β‐unsaturated enones 1 , aldehydes 2 , and alkenyl zirconium species 3 in the presence of a Rh–binap catalyst leads, sequentially, to aldols 4 , enones 5 , and 2,3‐disubstituted cycloalkanones 6 in good yields and with high ee values.