220801-86-5

Upstream product

• 75-21-8 oxirane 
• 10147-11-2 propargyl benzene 

Downstream Products

• 320399-95-9 3-phenyl-1-(2-tetrahydropyranyloxy)-4-pentyne 
• 320399-75-5 (Z)-5-benzyldimethylsilyl-3-phenyl-4-penten-1-ol 
• 320399-69-7 (Z)-5-dimethylphenylsilyl-3-phenyl-4-penten-1-ol 
• 320399-71-1 (Z)-3-phenyl-5-trimethylsilyl-4-penten-1-ol 
• 320399-73-3 (Z)-5-dimethylsilyl-3-phenyl-4-penten-1-ol 
• 80816-30-4 3-phenyl-4-pentenol 
• 320400-10-0 3-phenyl-1-(2-tetrahydropyranyloxy)-5-trimethylsilyl-4-pentyne 
• 320400-12-2 5-dimethylsilyl-3-phenyl-1-(2-tetrahydropyranyloxy)-4-pentyne 
• 460752-83-4 (Z)-5-benzyldimethylsilyl-3-phenyl-4-nonen-1-ol 
• 460752-82-3 (Z)-5-dimethylphenylsilyl-3-phenyl-4-nonen-1-ol 
• 460752-49-2 (E)-5-benzyldimethylsilyl-5-bromo-3-phenyl-1-(2-tetrahydropyranyloxy)-4-pentene 
• 320400-14-4 5-benzyldimethylsilyl-3-phenyl-1-(2-tetrahydropyranyloxy)-4-pentyne 
• 460752-48-1 (E)-5-bromo-5-dimethylphenylsilyl-3-phenyl-1-(2-tetrahydropyranyloxy)-4-pentene 
• 320400-08-6 5-dimethylphenylsilyl-3-phenyl-1-(2-tetrahydropyranyloxy)-4-pentyne 

Relevant academic research and scientific papers

Relative asymmetric induction in the intramolecular reaction between alkynes and cyclopropylcarbene-chromium complexes: Stereocontrolled synthesis of five-membered rings fused to oxygen heterocycles

Synthesis of cyclopentenone derivatives fused to oxygen heterocycles by means of the intramolecular coupling of alkynes and cyclopropylcarbene- chromium complexes has been examined for a variety of cases in which the tethering chain features a stereogenic

Acid-catalyzed cyclization of vinylsilanes bearing a hydroxy group: A new method for stereoselective synthesis of disubstituted tetrahydrofurans

In the presence of a catalytic amount of TsOH or TiCl4, (Z)-5-silyl-4-penten-1-ols ((Z)-1) are smoothly cyclized to 2-silylmethyl-substituted tetrahydrofurans. This cyclization is applicable to the construction of a tetrahydropyran ring. The silyl group and the geometry of the C-C double bond strongly influence the cychzation rate. TBDMS and benzyldimethylsilyl groups considerably accelerate the cyclization in comparison with a dimethylphenylsilyl group, and (E)-vinylsilanes show much lower reactivity than the corresponding (Z)-isomers. The cyclization proceeds by stereospecific syn addition of the hydroxy group. Vinylsilanes 17, 19, and 21, (Z)-5-silyl-4-penten-1-ols bearing a substituent on the methylene tether, smoothly undergo the acid-catalyzed cyclization to give trans-2,5-, cis-2,4-, and trans-2,3-disubstituted tetrahydrofurans, respectively, with moderate to high stereoselectivity. The silyl group of some cychzed products can be easily converted into a hydroxy group with stereochemical retention.