Enantioselective Transfer Aminoallylation:  Synthesis of Optically Active Homoallylic Primary Amines

Enantioselective Transfer Aminoallylation:  Synthesis of Optically Active Homoallylic Primary Amines

A camphorquinone-derived chiral homoallylic amine was found to react with various aldehydes via imine formation and asymmetric 2-azonia-Cope rearrangement to give optically active homoallylic primary amines. A practical level of enantioselectivity with high functional group tolerance has been attain...

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Veröffentlicht in:Journal of the American Chemical Society 2006-08, Vol.128 (34), p.11038-11039
Hauptverfasser: Sugiura, Masaharu, Mori, Chieko, Kobayashi, Shū
Format: Artikel
Sprache:eng
Schlagworte:
Amines - chemistry
Chemistry
Exact sciences and technology
General and physical chemistry
Stereoisomerism
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Zusammenfassung:A camphorquinone-derived chiral homoallylic amine was found to react with various aldehydes via imine formation and asymmetric 2-azonia-Cope rearrangement to give optically active homoallylic primary amines. A practical level of enantioselectivity with high functional group tolerance has been attained in this transformation.
ISSN:0002-7863
1520-5126
DOI:10.1021/ja064106r