94852-98-9

Upstream product

• 81491-10-3 1-((E)-6-Benzenesulfinyl-3,7-dimethyl-octa-2,7-diene-1-sulfonyl)-4-methyl-benzene 
• 70238-24-3 1-((E)-3,7-Dimethyl-6-phenylsulfanyl-octa-2,7-diene-1-sulfonyl)-4-methyl-benzene 
• 70473-45-9 (E)-2,6-Dimethyl-3-phenylsulfanyl-8-(toluene-4-sulfonyl)-oct-6-en-2-ol 
• 110672-39-4 [(E)-1-Isopropenyl-4-methyl-6-(toluene-4-sulfonyl)-hex-4-enyl]-dimethyl-amine 
• 83110-39-8 (2E)-6-chloro-3,7-dimethyl-1-(p-tolylsulfonyl)-2,7-octadiene 
• 110672-47-4 O-[(2E,6E)-2,6-Dimethyl-8-(toluene-4-sulfonyl)-octa-2,6-dienyl]-N,N-dimethyl-hydroxylamine 
• 53254-60-7 3,7-dimethyl-1-(p-toluenesulfonyl)-2(E),6-octadiene 
• 70238-35-6 (2E,6E)-3,7-dimethyl-1-(4-methylbenzenesulfonyl)-2,6-octadien-8-ol 

Downstream Products

• 70238-35-6 (2E,6E)-3,7-dimethyl-1-(4-methylbenzenesulfonyl)-2,6-octadien-8-ol 
• 78284-84-1 1-((2E,6E)-8-Bromo-3,7-dimethyl-octa-2,6-diene-1-sulfonyl)-4-methyl-benzene 
• 78284-70-5 (2E,6E)-1-benzyloxy-2,6-dimethyl-8-p-tolylsulphonylocta-2,6-diene 
• 78284-71-6 (2E,6E,10E,14E)-16-benzyloxy-3,7,11,15-tetramethyl-9-p-tolylsulphonylhexadeca-2,6,10,14-tetraenyl acetate 

Relevant academic research and scientific papers

Regio- and Stereo-selective Oxidation of gem-Dimethyl Olefins via -Sigmatropic Rearrangement of Allyl Amine Oxides

Highly regio- and stereo-selective oxidation sequences are described for the efficient conversion of the gem-dimethyl olefin terminus of acyclic terpenes to terminal trans-allylic alcohols and trans α,β-unsaturated aldehydes.

FACILE FUNCTIONALIZATION OF THE ISOPROPYLIDENE TERMINUS OF ACYCLIC MONOTERPENES BY WAY OF BENZENESULFENYL CHLORIDE ADDITION

Highly site- and regioselective terminal functionalizations of acyclic monoterpenes 1 via benzenesulfenyl chloride addition followed by hydrolysis assisted by silica gel, dehydrochlorination under neutral or weakly basic condition, or dehydrochlorination by strongly basic treatment respectively providing β-hydroxy sulfides 3, terminal methallylic sulfides 4, or vinylsulfides 5 are developed.Conversion of 4 to terminal trans-allylic alcohols 10 via sulfoxides 9 by the Evans procedure is also described.

Stereoselective Synthesis of Solanesol and all-trans-Decaprenol

Allylic p-tolyl sulphonates (5), (14), and (16) couple with allylic bromide (7) and geranyl bromide to produce regio- and stereo-chemically pure 1,5-diene systems.The coupling of all-trans-ω-bromogeranyl acetate (7) with geranyl p-tolyl sulphone (5) and higher isoprenologues (21), (24), and (27), followed by reductive elimination of p-tolylsulphonyl group, furnishes a stereoselective synthesis of all-trans-polyprenols (3), (23), (26), and decaprenol (1b).Solanesol (1a) was synthesised using trans-4-chloroprenyl acetate (29) instead of (7).