125375-36-2Relevant academic research and scientific papers
Controlling factors determining the regiochemistry of intramolecular alkoxymercuration
Senda, Yasuhisa,Kanto, Hiroko,Itoh, Hiroki
, p. 1143 - 1146 (1997)
The intramolecular alkoxymercuration of (E)-5-arylpent-4-en-1-ols indicated that the regioselectivity is closely related to the Hammett constants of the para-substituents on the benzene ring. Large solvent effects on the regioselectivity were also observe
Aryl Boronic Acid Catalysed Dehydrative Substitution of Benzylic Alcohols for C?O Bond Formation
Estopi?á-Durán, Susana,Donnelly, Liam J.,Mclean, Euan B.,Hockin, Bryony M.,Slawin, Alexandra M. Z.,Taylor, James E.
, p. 3950 - 3956 (2019/02/16)
A combination of pentafluorophenylboronic acid and oxalic acid catalyses the dehydrative substitution of benzylic alcohols with a second alcohol to form new C?O bonds. This method has been applied to the intermolecular substitution of benzylic alcohols to form symmetrical ethers, intramolecular cyclisations of diols to form aryl-substituted tetrahydrofuran and tetrahydropyran derivatives, and intermolecular crossed-etherification reactions between two different alcohols. Mechanistic control experiments have identified a potential catalytic intermediate formed between the aryl boronic acid and oxalic acid.
Polar and steric substituent effects in 5-exo-trig cyclizations of 1-aryl-4-penten-1-oxyl radicals
Hartung, Jens,Hiller, Margit,Schmidt, Philipp
, p. 1425 - 1436 (2007/10/03)
A series of 1-aryl-substituted 4-penten-1-oxyl radicals 2 were generated from parent N-alkoxypyridinethiones 6. The intermediates 2 undergo 5-exo-trig cyclizations which are sensitive to polar and steric substituent effects. Thus, para groups in the aroma
SUBSTITUTION REACTIONS OF 2-BENZENESULPHONYL CYCLIC ETHERS WITH CARBON NUCLEOPHILES
Brown, Dearg S.,Bruno, Maurizio,Davenport, Raymond J.,Ley, Steven V.
, p. 4293 - 4308 (2007/10/02)
Direct substitution of 2-benzenesulphonylcyclic ethers was studied using a variety of carbon nucleophiles.These nucleophiles included organozinc reagents (derived from aryl, vinyl and alkynyl Grignard reagents) or silyl enol ethers, silyl ketene acetals,
