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Enantioselective Synthesis of Tertiary α‐Hydroxyketones from Unfunctionalized Ketones: Palladium‐Catalyzed Asymmetric Allylic Alkylation of Enolates
Author(s) -
Trost Barry M.,
Koller Raffael,
Schäffner Benjamin
Publication year - 2012
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.201203663
Subject(s) - enol , chemistry , catalysis , palladium , allylic rearrangement , yield (engineering) , enantioselective synthesis , alkylation , organic chemistry , tsuji–trost reaction , materials science , metallurgy
Aiming high : The title reaction for the synthesis of tertiary α‐hydroxyketones is reported. Protected 1,2‐enediol carbonates, the starting materials, were accessed from simple and readily available enol carbonates. Highly functionalized tertiary α‐hydroxyketones can be obtained in high yield with excellent enantioselectivity using this method (see scheme).