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Catalytic Asymmetric Cross‐Aza‐Benzoin Reactions of Aliphatic Aldehydes with N ‐Boc‐Protected Imines
Author(s) -
DiRocco Daniel A.,
Rovis Tomislav
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.201202442
Subject(s) - benzoin , catalysis , imine , chemistry , organic chemistry , combinatorial chemistry , coupling reaction
Crossed : A catalyst system has been developed that allows the direct asymmetric coupling of aliphatic aldehydes and N‐Boc‐protected imines in a cross‐aza‐benzoin reaction (see scheme; Boc= tert ‐butoxycarbonyl). The active catalyst is shown to react rapidly with the imine, however, the presence of an acid as co‐catalyst renders this process reversible and allows the regeneration of the catalyst.