213536-10-8

Upstream product

• 882-33-7 diphenyldisulfane 
• 213536-07-3 (1R,2'S,3'S,3R,4S,5R)-1-hydroxymethyl-3-O-tert-butyl(dimethyl)silyl-4-O,5-O-(2',3'-dimethoxybutane-2',3'-diyl)cyclohexane-1,3,4,5-tetraol 
• 213536-05-1 (2'S,3'S)-methyl 3-O-tert-butyl(dimethyl)silyl-4-O,5-O-(2',3'-dimethoxybutane-2',3'-diyl)quinate 
• 18162-48-6 tert-butyldimethylsilyl chloride 

Downstream Products

• 581807-15-0 ((1aR,2S,2aS,4S,5S,6aR,7aS)-7a-Benzenesulfonylmethyl-4,5-dimethoxy-4,5-dimethyl-octahydro-1,3,6-trioxa-cyclopropa[b]naphthalen-2-yloxy)-tert-butyl-dimethyl-silane 
• 138-59-0 shikimic acid 
• 581807-20-7 {(1R,2R,4S,5S,7S,8R,9S)-13-[1-Benzenesulfonyl-meth-(E)-ylidene]-4,5-dimethoxy-4,5-dimethyl-3,6,10,12-tetraoxa-tricyclo[7.3.1.0^2,7]tridec-8-yloxy}-tert-butyl-dimethyl-silane 
• 581807-18-3 (2S,3S,4aR,5R,7S,8R,8aS)-6-[1-Benzenesulfonyl-meth-(E)-ylidene]-8-(tert-butyl-dimethyl-silanyloxy)-2,3-dimethoxy-2,3-dimethyl-octahydro-benzo[1,4]dioxine-5,7-diol 
• 581807-17-2 (1aR,2R,3R,3aS,5S,6S,7aS,7bS)-1a-Benzenesulfonylmethyl-3-(tert-butyl-dimethyl-silanyloxy)-5,6-dimethoxy-5,6-dimethyl-octahydro-1,4,7-trioxa-cyclopropa[a]naphthalen-2-ol 
• 581807-16-1 (2S,3S,4aS,5R,6S,8aR)-7-Benzenesulfonylmethyl-5-(tert-butyl-dimethyl-silanyloxy)-2,3-dimethoxy-2,3-dimethyl-2,3,4a,5,6,8a-hexahydro-benzo[1,4]dioxin-6-ol 

Relevant academic research and scientific papers

Direct conversion of 1,2-diol into allyl sulfide. Regioselective transformation of (-)-quinic acid to (-)-shikimic acid

Exo-1,2-diols 3 and 4 were efficiently converted into the corresponding allyl sulfides by means of tri-n-butylphosphine (Bu3P) and diphenyl disulfide (PhS)2. This method was applied to the introduction of a carbon- carbon double bond from diol 11 to give allyl sulfide 12 in a highly regioselective manner. The allyl sulfide 12 was transformed into (-)-shikimic acid (1) in four steps.