6177-84-0Relevant academic research and scientific papers
Catalyst-Controlled Selective Functionalization of Unactivated C-H Bonds in the Presence of Electronically Activated C-H Bonds
Liu, Wenbin,Ren, Zhi,Bosse, Aaron T.,Liao, Kuangbiao,Goldstein, Elizabeth L.,Bacsa, John,Musaev, Djamaladdin G.,Stoltz, Brian M.,Davies, Huw M. L.
supporting information, p. 12247 - 12255 (2018/09/27)
A new chiral dirhodium tetracarboxylate catalyst, Rh2(S-2-Cl-5-BrTPCP)4, has been developed for C-H functionalization reactions by means of donor/acceptor carbene intermediates. The dirhodium catalyst contains four (S)-1-(2-chloro-5-bromophenyl)-2,2-diphenylcyclopropane-1-carboxylate ligands, in which all four 2-chloro-5-bromophenyl groups are on the same face of the catalyst, leading to a structure, which is close to C4 symmetric. The catalyst induces highly site selective functionalization of remote, unactivated methylene C-H bonds even in the presence of electronically activated benzylic C-H bonds, which are typically favored using earlier established dirhodium catalysts, and the reactions proceed with high levels of diastereo- and enantioselectivity. This C-H functionalization method is applicable to a variety of aryl and heteroaryl derivatives. Furthermore, the potential of this methodology was illustrated by sequential C-H functionalization reactions to access the macrocyclic core of the cylindrocyclophane class of natural products.
A Radical Cyclisation Route to 3-Alkyl Furans. Synthesis of Perillene and Dendrolasin
Srikrishna, Adusumilli,Sunderbabu, Gajendran
, p. 371 - 372 (2007/10/02)
A general three step synthesis of 3-alkyl furans, including Perillene and Dendrolasin, from alk-2-ynyl alcohols is described via radical cyclisation of 2-bromo-1-ethoxyethyl alk-2-ynyl ethers to 2-ethoxy-4-alkylidene tetrahydrofurans.
STEREOSELECTIVE 1,4-ADDITION OF DIALKYLALUMINUM BENZENETHIOLATE TO VINYL OXIRANES
Yasuda, A.,Takahashi, M.,Takaya, H.
, p. 2413 - 2416 (2007/10/02)
Reactions of vinyl oxiranes and diethylaluminum benzenethiolate in benzene at room temperature proceed regio- and stereoselectively to afford mainly (Z)-4-phenylthio-2-buten-1-ol derivatives in good yields.
