124502-76-7

Upstream product

• 6893-65-8 1,2-di-O-isopropylidene-5-O-tosyl-D-xylofuranose 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 92413-83-7 3-(O-tert-butyldimethylsilyl)-1,2-O-isopropylidene-5-O-(p-tolylsulfonyl)-α-D-xylofuranose 
• 108-98-5 thiophenol 
• 157555-90-3 3-(O-tert-butyldimethylsilyl)-1,2-O-isopropylidene-5-S-phenyl-5-thio-α-D-xylofuranose 

Downstream Products

• 124502-84-7 (S)-2-{[(3aR,5S,6R,6aR)-6-(tert-Butyl-dimethyl-silanyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-phenylsulfanyl-methyl}-dihydro-pyran-3-one 
• 124502-84-7 6,10-anhydro-3-O-(tert-butyldimethylsilyl)-8,9-dideoxy-1,2-O-isopropylidene-5-S-phenyl-5-thio-α-D-glycero-L-ido-decofuranos-7-ulose 

Relevant academic research and scientific papers

Chemistry of the Herbicidins. Reactivity of Silyl Enol Ethers Derived from Simple and Carbohydrate-based Tetrahydropyrans

Details are described of preliminary synthetic studies, based on Lewis acid-mediated alkylation of a silyl enol ether, that were directed towards the C11 glycoside of the herbicidin class of nucleosides.The chemistry presented focuses on limitations encou

REGIOSPECIFIC TETRAHYDROPYRAN-3-ONE ENOLATES. SYNTHESIS AND REACTIVITY OF SILYL ENOL ETHER DERIVATIVES

The synthesis and reactivity of silyl enol ether (3) is reported.This reagent complements the reactivity of the lithiated enol ether (2) previously used as a synthetic equivalent of the regiospecific tetrahydropyran-3-one enolate (1).