7697-55-4Relevant articles and documents
Copper-Catalyzed Enantiotopic-Group-Selective Allylation of gem-Diborylalkanes
Kim, Minjae,Park, Bohyun,Shin, Minkyeong,Kim, Suyeon,Kim, Junghoon,Baik, Mu-Hyun,Cho, Seung Hwan
supporting information, p. 1069 - 1077 (2021/01/25)
We report a copper-catalyzed enatiotopic-group-selective allylation of gem-diborylalkanes with allyl bromides. The combination of copper(I) bromide and H8-BINOL derived phosphoramidite ligand proved to be the most effective catalytic system to provide various enantioenriched homoallylic boronate esters, containing a boron-substituted stereogenic center that is solely derived from gem-diborylalkanes, in good yields with high enantiomeric ratios under mild conditions. Experimental and theoretical studies have been conducted to elucidate the reaction mechanism, revealing how the enatiotopic-group-selective transmetalation of gem-diborylalkanes with chiral copper complex occurs to generate chiral α-borylalkyl-copper species for the first time. Additional synthetic applications to the synthesis of various chiral building blocks are also included.
Intramolecular Remote C-H Activation via Sequential 1,4-Palladium Migration to Access Fused Polycycles
Li, Panpan,Li, Qiuyu,Weng, He,Diao, Jiaming,Yao, Hequan,Lin, Aijun
supporting information, p. 6765 - 6769 (2019/09/07)
An unprecedented intramolecular remote C-H activation via sequential 1,4-palladium migration with an aromatic ring as a conveyor has been described. This reaction provides an efficient route to construct diverse polycyclic frameworks in moderate to good yield via palladium-catalyzed remote C-H activation/alkene insertion, arylation, alkenylation, and the Heck reaction. The preliminary mechanistic studies revealed that the 1,4-palladium migration process was reversible.
Enantioselective bromocyclization of allylic amides catalyzed by BINAP derivatives
Kawato, Yuji,Kubota, Akino,Ono, Hiromi,Egami, Hiromichi,Hamashima, Yoshitaka
supporting information, p. 1244 - 1247 (2015/03/14)
A highly enantioselective bromocyclization of allylic amides with N-bromosuccinimide (NBS) was developed with DTBM-BINAP as a catalyst, affording chiral oxazolines with a tetrasubstituted carbon center in high yield with up to 99% ee. By utilizing the bro