195528-46-2Relevant articles and documents
Asymmetric Reductive and Alkynylative Heck Bicyclization of Enynes to Access Conformationally Restricted Aza[3.1.0]bicycles
Chi, Yonggui Robin,Huang, Xiaolei,Nguyen, Minh Hieu,Pu, Maoping,Wu, Yun-Dong,Zhang, Luoqiang,Zhou, Jianrong Steve
, p. 10814 - 10818 (2020)
Conformationally restricted azabicycles are becoming increasingly important in medicinal research. Asymmetric Heck bicyclization of enynes proceeds to give medicinally useful aza[3.1.0] and aza[4.1.0] bicycles with excellent enantioselectivity. The key organopalladium species after bicyclization can be trapped by silanes and terminal alkynes.
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.
Regioselective ring-opening α-methylenation of aryl epoxides to conjugated allyl alcohols utilizing n-BuLi and Me2S=CH2 reagents
Tomioka, Takashi,Sankranti, Rambabu,James, Amber M.,Mattern, Daniell L.
, p. 3443 - 3445 (2014/06/09)
In the presence of a mixture of n-BuLi and Me2SCH2 reagents, aryl epoxides underwent a novel ring-opening α-methylenation providing conjugated allyl alcohols with an unusual regioselective pattern.
Highly enantioselective Rh-catalyzed hydrogenation of β,γ- unsaturated phosphonates with chiral ferrocene-based monophosphoramidite ligands
Duan, Zheng-Chao,Hu, Xiang-Ping,Zhang, Cheng,Wang, Dao-Yong,Yu, Sai-Bo,Zheng, Zhuo
supporting information; experimental part, p. 9191 - 9194 (2010/03/04)
(Chemical Equation Presented) An enantioselective synthesis of chiral alkylphosphonates bearing a β-stereogenic center, based on the Rh-catalyzed asymmetric hydrogenation of corresponding β-substituted β,γ-unsaturated phosphonates with a ferrocene-based monophosphoramidite ligand under the mild hydrogenation conditions, was developed, in which an ee value of up to 98% was obtained.