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Highly Diastereoselective Aldol Reaction with α‐CF 3 ‐Substituted Enolates
Author(s) -
Franck Xavier,
SeonMeniel Blandine,
Figadère Bruno
Publication year - 2006
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.200600927
Subject(s) - aldol reaction , chemistry , product (mathematics) , diol , organic chemistry , stereochemistry , mathematics , catalysis , geometry
A CF 3 group and a chiral auxiliary are the key features of the Ti enolate used in the aldol reaction shown above. The syn aldol is formed in good yields, and defluorination leading to the vinylic CF 2 product is not observed. The aldol product may be used to prepare more elaborate CF 3 ‐containing compounds, for instance, through the corresponding 1,3‐diol.