Fluorinated 1,5-dideoxy-1,5-iminoalditols: synthesis of 1,5,6-trideoxy-6-fluoro-1,5-imino-D-glucitol (1,6-dideoxy-6-fluoronojirimycin) and 1,4,5-trideoxy-4-fluoro-1,5-imino-D-ribitol (1,2,5-trideoxy-2-fluoro-1,5-imino-L-ribitol)

Autor:	Jie Di, Walter A. Szarek, Bandaru Rajanikanth
Rok vydání:	1992
Předmět:	chemistry.chemical_classification chemistry.chemical_compound Aldose law Chemistry Stereochemistry Aminoglycoside Aldonic acid D-glucitol Ribitol Walden inversion Reductive amination law.invention
Zdroj:	Journal of the Chemical Society, Perkin Transactions 1. :2151
ISSN:	1364-5463 0300-922X
DOI:	10.1039/p19920002151
Popis:	An efficient synthesis of 1,5,6-trideoxy-6-fluoro-1,5-imino-D-glucitol 13 from inexpensive L-sorbose by way of reductive amination of 12 is described. Synthesis of 1,4,5-trideoxy-4-fluoro-1,5-imino-D-ribitol (1,2,5-trideoxy-2-fluoro-1,5-imino-L-ribitol)19 has been achieved also by a route which involves fluorination of 16 with retention of configuration at C-4.
Databáze:	OpenAIRE
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