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Enantioselective Radical Addition to N‐Acyl Hydrazones Mediated by Chiral Lewis Acids
Journal article   Peer reviewed

Enantioselective Radical Addition to N‐Acyl Hydrazones Mediated by Chiral Lewis Acids

Gregory K Friestad, Yuehai Shen and Erik L Ruggles
Angewandte Chemie International Edition, Vol.42(41), pp.5061-5063
10/27/2003
DOI: 10.1002/anie.200352104
PMID: 14595632

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Abstract

A radical concept: In the presence of chiral CuII–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 CN bonds.
enantioselectivity amines radical reactions asymmetric catalysis hydrazones

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