Novel aldol-type cyclocondensation of O-mesyl (methylsulphonyl) cyanohydrins. Application to the stereospecific synthesis of branched-chain sugars
- 1 January 1988
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 16,p. 1114-1115
- https://doi.org/10.1039/c39880001114
Abstract
Reaction of O-mesylcyanohydrins of furanos-3-uloses with base afforded furanose-3-spiro-5′-[4′-amino-1′,2′-oxathiole-2′,2′-dioxide] derivatives, which on treatment with MeONa/MeOH gave C-[(E)-2-(methoxysulphonyl)-1-(amino)-vinyl] branched-chain sugars, having the same configuration as the starting cyanohydrins.Keywords
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