15086-09-6

Upstream product

• 20847-11-4 2-deoxy-D-glucitol 
• 31873-12-8 1,3,4,5,6-Penta-O-acetyl-2-S-ethyl-2-thio-D-mannitol 
• 108-24-7 acetic anhydride 
• 31873-10-6 Acetic acid (2R,3S,4S)-2-((R)-1,2-diacetoxy-ethyl)-4-ethylsulfanyl-5-hydroxy-tetrahydro-furan-3-yl ester 
• 31873-07-1 Acetic acid (2R,3S,4S,5R)-2-((R)-1,2-diacetoxy-ethyl)-4,5-bis-ethylsulfanyl-tetrahydro-furan-3-yl ester 
• 1949-89-9 2-deoxy-D-galactose 

Relevant academic research and scientific papers

On the possibility of determining stereochemistry in acyclic polyhydroxylated compounds by the combined vicinal coupling constant/molecular mechanics method. A test with alditol peracetates

Relative configurations of multiple asymmetric centers in alditol peracetates can be determined with 92% confidence from vicinal H/H coupling constants along backbone chain and molecular mechanics calculations.

From cycloheptatriene to enantiopure sugars: Synthesis of 2-deoxyhexoses

meso-Diol 3, prepared from cycloheptatriene, was desymmetrized with Pseudomonas cepacia lipase and isopropenyl acetate to provide enantiopure 4. The latter, through a series of stereocontrolled oxidation reactions, followed by ring cleavage by ozonolysis and oxidative cleavage of a terminal diol with periodate, provided of 2-deoxy-d-xylo-hexose (1) and 2-deoxy-d-arabino-hexose (2), which were characterized as the corresponding alditol pentaacetates. Copyright (C) 1998 Elsevier Science Ltd.

A Stereochemically General Synthesis of 2-Deoxyhexoses via the Asymmetric Allylboration of 2,3-Epoxy Aldehydes

A stereochemically general strategy for the synthesis of 2-deoxyhexoses is described.This new approach involves the asymmetric allylboration of epoxy aldehydes 12 and 13, prepared via the Sharpless asymmetric epoxidation reaction, as a means of establishi

D-GLUCOPYRANOSYL PHENYLSULFONES: THEIR USE IN A STEREOCONTROLLED SYNTHESIS OF CIS 2,6-DISUBSTITUTED TETRAHYDROPYRANS (β-D-C-GLYCOSIDES)

The lithiated anion derived from 3,4,6-tri-O-t-butyldimethylsilyl-2-deoxy-α,β-D-glucopyranosyl phenylsulfones 1 reacts with various electrophiles leading to alkylated products, precursors of β-D-C-glycosides 5a-g after stereocontrolled desulfonylation and