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Issue 3, 1994
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Synthesis of β-1-homonojirimycin and β-1-homomannojirimycin using the enzyme aldolase

Abstract

The four stereoisomers of the four-carbon azido sugar 11 have been stereoselectively synthesised by a route involving Sharpless epoxidation and all are found to be substrates for rabbit muscle fructose 1,6-bisphosphate aldolase, giving (after treatment with phosphatase) 6-azido-6-deoxyheptuloses 14; hydrogenation of 14a and 14b gave β-1-homomannojirimycin 15a and β-1-homonojirimycin 15b with high selectivity.

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Article type: Paper
DOI: 10.1039/P19940000231
Citation: J. Chem. Soc., Perkin Trans. 1, 1994,0, 231-234
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    Synthesis of β-1-homonojirimycin and β-1-homomannojirimycin using the enzyme aldolase

    K. E. Holt, F. J. Leeper and S. Handa, J. Chem. Soc., Perkin Trans. 1, 1994, 0, 231
    DOI: 10.1039/P19940000231

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