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Synlett 2007(14): 2283-2285
DOI: 10.1055/s-2007-984916
DOI: 10.1055/s-2007-984916
LETTER
© Georg Thieme Verlag Stuttgart · New York
Oxazoline-Thiourea as a Bifunctional Organocatalyst: Enantioselective aza-Henry Reactions
Further Information
Received
22 March 2007
Publication Date:
20 July 2007 (online)
Publication History
Publication Date:
20 July 2007 (online)
Abstract
Bifunctional oxazoline-thiourea-based organocatalysts were synthesized and applied to the aza-Henry reactions between N-Boc aryl imines and nitromethane in high ee and chemical yields at room temperature.
Key words
oxazoline - thiourea - aza-Henry reactions - organocatalyst
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References and Notes
Representative Procedure To a stirred solution of N-Boc phenyl imines (1 mmol) and the catalyst (0.1 mmol) in THF (2 mL) was added MeNO2 (10 mmol), and the mixture was stirred for 24 h at r.t. Then the reaction mixture was condensed under reduced pressure, and the obtained residue was purified by column chromatog-raphy on silica gel to afford desired product 6a (93% yield).