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Issue 11, 1995
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Asymmetric reduction of a carbon–nitrogen double bond: enantioselective synthesis of 4,5-dihydro-3H-2,3-benzodiazepines

Abstract

A highly specific enantioselective reduction, elaborated for the reduction of the 3,4-carbon–nitrogen double bond of 4-methyl-7,8-methylenedioxy-1-(4-nitrophenyl)-4,5-dihydro-3H-2,3-benzodiazepine 4 made possible the synthesis of the enantiomers of the potent non-competitive AMPA/kamate antagonists 2a, b. NMR Investigations of the reducing complex show that there is no formation of an 1,3,2-oxazaborolidine ring as may have been presumed on the basis of literature data.

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Article type: Paper
DOI: 10.1039/P19950001423
J. Chem. Soc., Perkin Trans. 1, 1995, 1423-1427

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    Asymmetric reduction of a carbon–nitrogen double bond: enantioselective synthesis of 4,5-dihydro-3H-2,3-benzodiazepines

    I. Ling, B. Podányi, T. Hámori and S. Sólyom, J. Chem. Soc., Perkin Trans. 1, 1995, 1423
    DOI: 10.1039/P19950001423

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