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Enantioselective Radical Addition to N ‐Acyl Hydrazones Mediated by Chiral Lewis Acids
Author(s) -
Friestad Gregory K.,
Shen Yuehai,
Ruggles Erik L.
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.200352104
Subject(s) - enantioselective synthesis , chemistry , radical , catalysis , alkyl , chiral lewis acid , stereochemistry , medicinal chemistry , organic chemistry
A radical concept : In the presence of chiral Cu II –bisoxazoline complexes, the addition of alkyl radicals to achiral N ‐acyl hydrazones, which have a two‐point‐binding motif, proceeded with high enantioselectivity. Evidence of catalyst turnover was demonstrated, providing the first example of asymmetric catalysis in radical additions to CN bonds.