A stereochemically general synthesis of methyl 2,4,6-trideoxy-4-methylthio-α-D-ribo-pyranoside, the thio sugar of esperamicin A1

Add time:08/15/2019    Source:sciencedirect.com

A stereochemically general synthesis of methyl 2,4,6-trideoxy-4-methylthio-α-D-ribo-pyranoside (1b), the thio sugar isolated from esperamicin, is described. The synthesis involves the neighboring group assisted delivery of a sulfur nucleophile to C(5) of epoxyalcohol 6 via aniline promoted cyclization of thioimidazolide 7.

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