Journal of Carbohydrate Chemistry p. 1201 - 1210 (2000)
Update date:2022-08-05
Topics:
Mereyala, Hari Babu
Goud, P. Mallikarjun
Gadikota, Rajendrakumar Reddy
Maddala, Rama Krishna
Reddy, K. Ramasubba
Asymmetric dihydroxylation of vinyl furanosides 1-6 by use of OsO4, AD-mix-α and β is described yielding the corresponding hexofuranose sugars. Vinyl furanosides 2 and 3, with an ester group at C-3, and vinyl manno furanoside 5 on asymmetric dihydroxylation with AD-mix α exhibited high R diastereoselectivity at C-5. Reversal in diastereoselectivity at C-5 was observed for the 3-deoxy vinyl furanoside 6 giving furanosaccharide 6S with the S configuration at C-5.
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