132063-91-3

Upstream product

• 86949-83-9 (R)-2-<(1',3'-dithian-2'-yl)methyl>-4-hydroxycyclopent-2-enone 
• 65-85-0 benzoic acid 
• 86949-76-0 5,6-anhydro-1,2-O-isopropylidene-3-O-(1-methoxy-1-methyl ethyl)-α-D-glucofuranose 
• 86949-79-3 5,6-dideoxy-6-C-(1',3'-dithian-2'-yl)-1,2-O-isopropylidene-α-D-xylo-hexofuranose 
• 15354-69-5 5,6-anhydro-1,2-O-isopropylidene-α-D-glucofuranose 
• 18549-40-1 1,2-O-isopropylidene-α-D-glucofuranose 
• 86949-80-6 5,6-dideoxy-6-C-(1',3'-dithian-2'-yl)-1,2-O-isopropylidene-3-O-trifluoromethylsulphonyl-α-D-xylo-hexofuranose 
• 86949-78-2 6-deoxy-6-C-(1',3'-dithian-2'-yl)-1,2-O-isopropylidene-5-O-methylsulphonyl-α-D-glucofuranose 
• 86949-77-1 6-deoxy-6-C-(1',3'-dithian-2'-yl)-1,2-O-isopropylidene-3-O-(1-methoxy-1-methyl ethyl)-α-D-glucofuranose 
• 86949-81-7 3,5,6-trideoxy-6-C-(1',3'-dithian-2'-yl)-1,2-O-isopropylidene-α-D-glycero-hex-3-enofuranose 
• 86949-82-8 (R)-6-O-benzyloxy-2-hydroxy-4-oxohexanal 

Relevant academic research and scientific papers

A Concise And General Entry into (R)-4-Hydroxy-2-Substituted Cyclopent-2-enones from D-Glucose: Chiral Intermediates for the Synthesis of PGE2, (-)-Pentenomycin I, and Allethrin

A general strategy for the transformation of D-glucose into different (R)-4-hydroxycyclopent-2-enones is described.This has been illustrated by the synthesis of (R)-2--4-hydroxycyclopent-2-enone, (R)-2-benzyloxymethyl-4-hydroxycyclopent-2-enone, and (R)-2-allyl-4-hydroxycyclopent-2-enone, which are potential chiral synthons for prostaglandin E2, the antibiotic (-)-pentenomycin I, and the synthetic insecticide allethrin, respectively.The second chiral synthon was obtained by two different routes, one of them involving a novel palladium(0)-catalysed rearrangement of a vinyloxirane intermediate.

Synthesis of (R)-4-Hydroxy-2-(1,3-dithian-2-ylmethyl)cyclopent-2-en-1-one, a Chiral Prostaglandin E2 Synthon , from D-Glucose

The transformation of D-glucose to (R)-4-hydroxy-2-(1,3-dithian-2-ylmethyl)cyclopent-2-en-1-one (1), a potential chiral synthon for prostaglandin E2 and its analogues, is described.