152836-40-3

Upstream product

• 54828-68-1 (R)-p-tolyl vinyl sulfoxide 

Downstream Products

• 176660-91-6 [(1S,6S)-6-Hydroxymethyl-2,2-dimethyl-4-((S)-toluene-4-sulfinyl)-cyclohex-3-enyl]-methanol 
• 184713-02-8 [(1R,6R)-6-Hydroxymethyl-2,2-dimethyl-4-((S)-toluene-4-sulfinyl)-cyclohex-3-enyl]-methanol 
• 184713-05-1 [(1S,2S,4R,5S)-8,8-Dimethyl-4-(toluene-4-sulfonyl)-6-oxa-bicyclo[3.2.1]oct-2-yl]-methanol 
• 184713-04-0 [(1S,6S)-6-Hydroxymethyl-5,5-dimethyl-3-(toluene-4-sulfonyl)-cyclohex-3-enyl]-methanol 

Relevant academic research and scientific papers

Synthesis of enantiomerically pure mono-, di- and trisubstituted 2-sulfinylbuta-1,3-dienes, via β-hydroxy selenides

α-Lithiated (+)-(R)-para-tolyl vinyl sulfoxide reacts with α-selanylcarbonyl compounds to give the corresponding β-hydroxy selenides. Subsequent Krief-Reich elimination affords enantiomerically pure mono-, di- and trisubstituted 2-sulfinylbuta-1,3-dienes.

An easy synthesis of chiral sulfinyl allylic bromides and their use in the preparation of (R)(S)- and (S)(S)-2-p-tolylsulfinyl-1,3-alkadienes

Condensation of (R)-vinyl-o-tolylsulfoxide anion on carbonyl compounds led directly to chiral allylic sulfinylalcohols 1. By treatment with NBS/Me2S, these alcohols 1 were converted into the rearranged primary allylic bromides 2 via SN2/s