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Enantioselective Robinson‐Type Annulation Reaction Catalyzed by Chiral Phosphoric Acids
Author(s) -
Akiyama Takahiko,
Katoh Takuya,
Mori Keiji
Publication year - 2009
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.200901127
Subject(s) - enantioselective synthesis , kinetic resolution , chemistry , intramolecular force , catalysis , phosphoric acid , aldol reaction , annulation , cyclohexenone , halogen , michael reaction , organocatalysis , organic chemistry , medicinal chemistry , stereochemistry , alkyl
Let′s resolve our differences : Implementation of an enantioselective Michael addition followed by an intramolecular aldol reaction catalyzed by two phosphoric acids has enabled the synthesis of cyclohexenone derivatives with excellent enantioselectivities. Prominent kinetic resolution was observed in the latter reaction. Ar=aromatic group, X=H, halogen, Y=H, Me, halogen.