A PRACTICAL SYNTHESIS OF DEOXYMANNOJIRIMYCIN AND OF (2S, 3R, 4R, 5R)-3,4,5-TRIHYDROXYPIPECOLIC ACID FROM D-GLUCOSE

A PRACTICAL SYNTHESIS OF DEOXYMANNOJIRIMYCIN AND OF (2S, 3R, 4R, 5R)-3,4,5-TRIHYDROXYPIPECOLIC ACID FROM D-GLUCOSE

Deoxymannojirimycin [1,5-dideoxy-1,5-imino-D-mannitol] may be prepared in moderate amounts in an overall yield of 35% in ten steps from diacetone glucose; the key step is formation of the piperidine ring by intramolecular nucleophilic displacement of a triflate at C-2 of a methyl glucofuranoside by...

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Bibliographic Details
Main Authors:	Fleet, G, Ramsden, N, Witty, D
Format:	Journal article
Language:	English
Published:	1989

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