A new Staudinger/aza Wittig/Strecker multicomponent reaction sequence to C-1-cyano iminoalditols has been developed. When applied to 5-azidodeoxy-d-xylose and -d-glucose as substrates the method leads smoothly in good yield and with excellent stereoselectivity to respectively, 1,5-dideoxy-1,5-imino-d-idurono nitrile and 2,6-didesoxy-2,6-imino-d-glycero-d-ido-heptononitrile.
Keywords: C-1-cyano-iminosugar building blocks; Glucocerebrosidase; Glycosidase inhibitor; Iminoalditol; Staudinger/aza Wittig Strecker multicomponent reaction.
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