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Proline‐Catalyzed Asymmetric α‐Amination of Aldehydes and Ketones—An Astonishingly Simple Access to Optically Active α‐Hydrazino Carbonyl Compounds
Author(s) -
Duthaler Rudolf O.
Publication year - 2003
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.200390283
Subject(s) - enantioselective synthesis , amination , chemistry , catalysis , proline , dichloromethane , substrate (aquarium) , organic chemistry , keto–enol tautomerism , reductive amination , combinatorial chemistry , amino acid , biochemistry , oceanography , solvent , geology
Simple, direct, and highly enantioselective α‐amination of carbonyl compounds 1 with azodicarboxylates 2 no longer requires prior enolization of the substrate. The “magic” small‐organic‐molecule catalyst for this reaction in dichloromethane at room temperature is once again L ‐proline ( 3 ).