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Synlett 2011(20): 2907-2912
DOI: 10.1055/s-0031-1289892
DOI: 10.1055/s-0031-1289892
SYNPACTS
© Georg Thieme Verlag
Stuttgart ˙ New York
Asymmetric Inverse-Electron-Demand Hetero-Diels-Alder Reaction via Enamine-Metal Lewis Acid Bifunctional Catalysis
Further Information
Received
18 August 2011
Publication Date:
23 November 2011 (online)
Publication History
Publication Date:
23 November 2011 (online)
Abstract
This paper describes the development of an efficient and atom-economic asymmetric inverse-electron-demand hetero-Diels-Alder reaction of six-membered ketones with β,γ-unsaturated α-keto esters via enamine-metal Lewis acid bifunctional catalysis.
Key words
asymmetric catalysis - bifunctional catalysis - enamines - Lewis acids - ketones - Hetero-Diels-Alder reaction
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References and Notes
Other types of catalytic systems combining
enamine catalysis with metal catalysis have also been reported recently.
In these systems, the enamine catalysis and
the metal
catalysis occur in sequence, see refs. 10o-t