The title homoazasugar, also referred as (2R,5S)-bis(hydroxymethyl)-(3R,4R)-dihydroxypyrrolidine, has been synthesized by addition of 2-lithiothiazole to the 2,3,5-tri-O-benzyl-D-arabinofuranose-derived nitrone-hydroxylamine mixture followed by reductive N-dehydroxylation and conversion of the thiazole ring into the hydroxymethyl group.
New entry to pyrrolidine homoazasugars: conversion of D-arabinose into 2,5-anhydro-2,5-imino-D-glucitol via aminohomologation
DONDONI, Alessandro;PERRONE, Daniela
1999
Abstract
The title homoazasugar, also referred as (2R,5S)-bis(hydroxymethyl)-(3R,4R)-dihydroxypyrrolidine, has been synthesized by addition of 2-lithiothiazole to the 2,3,5-tri-O-benzyl-D-arabinofuranose-derived nitrone-hydroxylamine mixture followed by reductive N-dehydroxylation and conversion of the thiazole ring into the hydroxymethyl group.File in questo prodotto:
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