64025-68-9

Upstream product

• 75-21-8 oxirane 
• 16520-62-0 4-Phenyl-1-butyne 
• 100-39-0 benzyl bromide 

Downstream Products

• 86106-16-3 5,5-Dimethyl-3-(6-phenyl-hex-3-ynyl)-thiazolidine-2,4-dione 
• 1123202-48-1 C₁₂H₁₅NO₃S 
• 1359754-07-6 (E)-5-((6-phenylhex-3-enyloxy)methyl)benzo[d][1,3]dioxole 
• 1359754-04-3 (E)-1-(6-(4-methoxybenzyloxy)hex-3-enyl)benzene 
• 86106-48-1 N-(Z-6-phenylhex-3-enyl)-5,5-dimethylthiazolidine-2,4-dione 
• 86106-49-2 N-(Z-6-phenylhex-3-enyl)-5,5-dimethylthiazolidin-2-one 
• 86106-46-9 N-(6-phenylhex-3-ynyl)-4-hydroxy-5,5-dimethylthiazolidin-2-one 
• 67280-87-9 (E)-6-(phenyl)hex-3-en-1-ol 
• 187814-85-3 (E)-6-phenylhex-3-enamine 
• 1332955-38-0 C₁₂H₁₅N₃ 
• 1332955-37-9 C₁₂H₁₅N₃ 
• 1353370-64-5 C₁₉H₂₂O₃S 
• 1353369-80-8 (E)-6-phenylhex-3-en-1-yl 4-methylbenzenesulfonate 

Relevant academic research and scientific papers

Oxidative Prins and Prins/Friedel-Crafts cyclizations for the stereoselective synthesis of dioxabicycles and hexahydro-1H-benzo[f]isochromenes via the benzylic C-H activation

1-Benzyl ethers of (E)- and (Z)-hex-3-en-1,6-diols and hept-3-en-1,7-diols undergo a smooth oxidative cyclization with DDQ in the presence of In(OTf) 3 through a sequential C-H bond activation and an intramolecular Prins cyclization to afford t

Tandem Prins/friedel-crafts cyclization for stereoselective synthesis of heterotricyclic systems

Homoallylic substrates such as (E)-6-arylhex-3-enyl alcohols, N-tosylamides, and thiols undergo smooth cross-coupling with various aldehydes in the presence of 10 mol % Sc(OTf)3 and 30 mol % TsOH to afford the trans-fused hexahydro-1H-benzo [f]isochromenes, N-tosyloctahydrobenzo [f] -isoquinolines, and hexahydro-lH-benzo [f]isothiochromenes, respectively. However, the cross-coupling of (Z)-olefins such as 6-arylhex-3-enyl alcohols, N-tosylamides, and thiols with aldehydes affords the corresponding hexahydro-1H-benzo-[f]isochromenes, N-tosyloctahydrobenzo [f]isoquinolines, and hexahydro-1H-benzo[f] isothiochromenes with complete cis selectivity via intramolecular Prins-, aza-Prins-, and thia-Prins/(Figure presented) Friedel - Crafts cyclizations, respectively. Though the Prins cyclization proceeds smoothly under the influence of Sc(OTf)3, high conversions and enhanced reaction rates are achieved using a mixture of Sc(OTf)3 and TsOH (1:3).