339177-04-7Relevant academic research and scientific papers
Cascade intramolecular Prins/Friedel–Crafts cyclization for the synthesis of 4-aryltetralin-2-ols and 5-aryltetrahydro-5H-benzo[7]annulen-7-ols
Meng, Shuyu,Wang, Quanrui,Zheng, Jie
, p. 1481 - 1489 (2021/07/02)
The treatment of 2-(2-vinylphenyl)acetaldehydes or 3-(2-vinylphenyl)propanals with BF3·Et2O results in an intramolecular Prins reaction affording intermediary benzyl carbenium ions, which are then trapped by a variety of electron-ric
Organocatalytic Access to a cis-Cyclopentyl-γ-amino Acid: An Intriguing Model of Selectivity and Formation of a Stable 10/12-Helix from the Corresponding γ/α-Peptide
Fanelli, Rossana,Berta, Dénes,F?ldes, Tamás,Rosta, Edina,Atkinson, Robert Andrew,Hofmann, Hans-J?rg,Shankland, Kenneth,Cobb, Alexander J. A.
, p. 1382 - 1393 (2020/01/09)
In this study, we have developed a highly enantioselective organocatalytic route to the (1S,2R)-2-(aminomethyl)cyclopentane-1-carboxylic acid monomer precursor, which has a cis-configuration between the C- and N-termini around the cyclopentane core. Kinet
Preparation of oxocanes by electrophilic cyclizations of unsaturated alcohols in the presence of bis(collidine)halonium(I) hexafluorophosphates
Mendes, Christelle,Renard, Sylvie,Rofoo, Mazin,Roux, Marie-Claude,Rousseau, Gerard
, p. 463 - 471 (2007/10/03)
7-Octen-1-ols substituted in the sp3-sp3 carbon chain with carbocyclic (phenyl and cyclopropane) and heterocyclic (epoxide and dioxolane) moieties were prepared and their cyclizations in the presence of bis(collidine)iodonium(I) and-bromonium(I) hexafluorophosphates as electrophiles were studied. Oxocanes were obtained in modest to good yields when a rigid cyclic moiety (cyclopropane or phenyl) was present in the chain, while yields of cyclizations were lower if the cyclic component had a certain flexibility (dioxolane). Low yields were obtained with substrates bearing an epoxide substituent, probably because of stability problems due to the presence of collidine. With the vinylcyclopropane alcohol 12 we observed mainly the opening of the cyclopropane ring and the cyclization produced a tetrahydropyran derivative. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003.
Olefins turned alkylating agents: Diastereoselective intramolecular Zr-catalyzed olefin alkylations
Cesati III, Richard R.,De Armas, Judith,Hoveyda, Amir H.
, p. 395 - 398 (2007/10/03)
(Equation Presented) 62% yield; 12 : 1 syn : anti The first examples of intramolecular Zr-catalyzed electrophilic alkylation of aryl olefins are disclosed. Substituted carbo-and heterocycles are prepared efficiently and diastereoselectively.
Some observations concerning the thermally induced oxy-ene reaction
Schmid, Gavin A.,Borschberg, Hans-Juerg
, p. 388 - 400 (2007/10/03)
Several examples of thermally induced intramolecular oxy-ene reactions leading to six- or five-membered rings are reported. The yields vary from poor to good, depending on the thermal lability of the substrate. Considering the high temperatures required t
