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Synlett 2004(4): 711-713
DOI: 10.1055/s-2004-817743
DOI: 10.1055/s-2004-817743
LETTER
© Georg Thieme Verlag Stuttgart · New YorkUnexpected Temperature, Time and Solvent Effects in the Catalytic Asymmetric aza-Diels-Alder Reaction of an Ethyl Glyoxylate-derived N-Aryl Imine with Danishefsky’s Diene Catalysed by a BINOL-Zinc Complex
Further Information
Received
27 November 2003
Publication Date:
29 January 2004 (online)
Publication History
Publication Date:
29 January 2004 (online)

Abstract:
The catalytic asymmetric aza-Diels-Alder reaction of an ethyl glyoxylate-derived N-aryl imine with Danishefsky’s diene using a BINOL-zinc complex provides the corresponding cycloadduct with moderate to high enantioselectivity, depending on the solvent, temperature and reaction time.
Key words
heterodienophile - Diels-Alder reaction - asymmetric induction - BINOL-zinc
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