70238-26-5

Upstream product

• 70473-29-9 (E)-8-Benzyloxy-2,6-dimethyl-3-phenylsulfanyl-oct-6-en-2-ol 
• 931-59-9 benzenesulfenyl chloride 
• 52188-73-5 geranyl benzyl ether 
• 70473-28-8 C₂₃H₂₉ClOS 

Downstream Products

• 52188-74-6 (E,E)-8-acetoxy-1-benzyloxy-3,7-dimethylocta-2,6-diene 
• 81491-12-5 C₂₃H₂₈O₂S 
• 81757-27-9 (2E,6E)-8-(benzyloxy)-2,6-dimethylocta-2,6-dienal 
• 98713-56-5 ((2E,6E)-3,7-Dimethyl-nona-2,6-dienyloxymethyl)-benzene 
• 98713-57-6 Z-homogeranyl benzyl ether 
• 98713-55-4 ((E)-3,6,7-Trimethyl-octa-2,7-dienyloxymethyl)-benzene 

Relevant academic research and scientific papers

Facile Regio- and Stereo-specific Allylic Oxidation of gem-Dimethyl Olefins via Addition of Benzenesulphenyl Chloride. Synthesis of Allylic Oxygenated Terpenes

Novel and facile terminal trans-allylic and internal allylic oxidations of the gem-dimethyl olefin terminus of the terpenoids (1) are described which take place site-, regio-, and stereo-specificially via the same intermediate adduct between benzenesulphenyl chloride and (1).By this method, the allylic oxygenated terpenes (+/-)-nuciferal (11), (+/-)-ar-turmerone (12), (+/-)-ipsdienol (3c), neotorreyol (2e), (+/-)-6-hydroxydendrolasin (3e), and 6-oxodendrolasin (14) were synthesized.

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.