175154-68-4

Upstream product

• 17876-95-8 (trimethylsilyl)phenylmethanol 
• 2568-24-3 2-phenyl-4,7-dihydro-1,3-dioxepine 
• 56318-28-6 (bis(allyloxy)methyl)benzene 
• 35174-10-8 2-phenyl-4,5-dihydro-[1,3]dioxepine 
• 100-52-7 benzaldehyde 

Downstream Products

• 99488-10-5 (2α,3β)-(+/-)-Tetrahydro-3-methyl-2-phenylfuran 
• 99488-10-5 cis-3-methyl-2-phenyltetrahydrofuran 
• 99488-07-0 (2α,3α)-(+/-)-Tetrahydro-2-phenyl-3-(tosyloxymethyl)furan 
• 99488-04-7 (2α,3α)-(+/-)-Tetrahydro-3-(hydroxymethyl)-2-phenylfuran 
• 74076-71-4 (2α,3β)-(+/-)-Tetrahydro-2-phenyl-3-furancarbaldehyd 
• 74076-71-4 (2α,3α)-(+/-)-Tetrahydro-2-phenyl-3-furancarbaldehyd 

Relevant academic research and scientific papers

Lewis Acid-Catalyzed Vinyl Acetal Rearrangement of 4,5-Dihydro-1,3-dioxepines: Stereoselective Synthesis of cis- And trans-2,3-Disubstituted Tetrahydrofurans

Lewis acid-catalyzed rearrangements of 4,5-dihydro-1,3-dioxepines have been investigated. Rearrangement of vinyl acetals under a variety of conditions resulted in cis- and trans-2,3-disubstituted tetrahydrofuran derivatives in a highly stereoselective man

Catalytic Asymmetric Vinylogous Prins Cyclization: A Highly Diastereo- and Enantioselective Entry to Tetrahydrofurans

We describe the design and development of the first catalytic asymmetric vinylogous Prins cyclization. This reaction constitutes an efficient approach for highly diastereo- and enantioselective synthesis of tetrahydrofurans (THFs) and is catalyzed by a confined chiral imidodiphosphoric acid (IDP). Aromatic and heteroaromatic aldehydes react with various 3,5-dien-1-ols to afford 2,3-disubstituted THFs in excellent selectivity (d.r. > 20:1, e.r. up to 99:1). Aliphatic aldehydes react with similarly excellent results when a highly acidic imidodiphosphorimidate (IDPi) catalyst is used. With a racemic dienyl alcohol, the reaction proceeds via a kinetic resolution. DFT calculations suggest an explanation for unusually high stereoselectivity.

New access to carbonyl ylides by the silicon-based 1,3-elimination and their [3 + 2] cycloadditions to activated alkenes and alkynes: One-step synthesis of dihydrofurans and tetrahydrofurans

Simple aryl-substituted carbonyl ylides are generated by the silicon-based 1,3-elimination of chloromethyl trimethylsilyl(α-aryl)methyl ethers promoted by flouride ion under mild and neutral conditions which provide an one-step synthesis of dihydrofurans