130747-79-4

Upstream product

• 140605-36-3 4-<(Bromomethyl)dimethylsilyloxy>-2-methyl-6-phenyl-1-hexen-5-yne 
• 140605-82-9 5-methyl-1-phenylhex-5-en-1-yn-3-ol 
• 2579-22-8 Phenylpropargyl aldehyde 

Relevant academic research and scientific papers

Radical Cyclization of (Bromomethyl)dimethylsilyl Propargyl Ethers. Regio-, Chemo-, and Stereoselectivity

Radical cyclization of (bromomethyl)dimethylsilyl propargyl ether derivatives 1 is a powerful reaction with a high degree of regio-, chemo-, and stereoselectivity.Trisubstituted olefins 3, cyclopentene derivatives 5, and diquinane system 7j are obtained in good yields by a judicious choice of unsaturated substituents.Triquinane frameworks could be obtained stereoselectively from a suitable acyclic substrate of type 1 in a one-pot reaction.First attempts have not yet allowed us to aim at this goal due to interesting (1,5) hydrogen transfers.Moreover, we have intercepted, for the first time, the α-cyclopropyl radical which is involved in the Storck-Beckwith mechanism of the 5-versus 6-membered ring formation in the vinyl radical cyclization.

Radical cyclization of (bromomethyl)dimethylsilyl propargyl ethers regioselective intramolecular cyclization of vinyl radicals

Vinyl radical intermediates generated from radical cyclization of (bromomethyl)dimethylsilyl propargyl ethers have been trapped intramolecularly by a double bond leading to functionalized carbocycles with high yield and high regioselectivity.