1332954-72-9

Upstream product

• 1332955-35-7 6-(3-methoxyphenyl)hex-3-yn-1-ol 
• 72559-36-5 1-(but-3-yn-1-yl)-3-methoxybenzene 
• 874-98-6 1-bromomethyl-3-methoxybenzene 

Downstream Products

• 1359754-10-1 (Z)-1-(6-(benzyloxy)hex-3-enyl)-3-methoxybenzene 
• 1353372-03-8 C₂₀H₂₄O₄S 
• 1332955-40-4 C₁₃H₁₇N₃O 
• 1332955-16-4 (Z)-6-(3-methoxyphenyl)hex-3-ene-1-thiol 
• 1332954-94-5 (Z)-N-(6-(3-methoxyphenyl)hex-3-enyl)-4-methylbenzenesulfonamide 
• 1332955-50-6 C₁₅H₂₀O₂S 
• 1332955-44-8 C₁₃H₁₉NO 

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).