121386-57-0Relevant articles and documents
Nickel-Catalyzed Reductive Allylation of Tertiary Alkyl Halides with Allylic Carbonates
Chen, Haifeng,Jia, Xiao,Yu, Yingying,Qian, Qun,Gong, Hegui
, p. 13103 - 13106 (2017)
The construction of all C(sp3) quaternary centers has been successfully achieved under Ni-catalyzed cross-electrophile coupling of allylic carbonates with unactivated tertiary alkyl halides. For allylic carbonates bearing C1 or C3 substituents, the reaction affords excellent regioselectivity through the addition of alkyl groups to the unsubstituted allylic carbon terminus. The allylic alkylation method also exhibits excellent functional-group compatibility, and delivers the products with high E selectivity.
Intramolecular Sakurai Allylation of Geminal Bis(silyl) Enamide with Indolenine. A Diastereoselective Cyclization to Form Functionalized Hexahydropyrido[3,4- b]Indole
Chen, Yi,Gao, Lu,Song, Xuanyi,Song, Zhenlei
supporting information, p. 124 - 128 (2021/01/13)
A fluoride-promoted intramolecular Sakurai allylation of geminal bis(silyl) enamide with indolenine has been developed. The reaction facilitates an efficient cyclization to give hexahydropyrido[3,4-b]indoles in good yields with high diastereoselectivity. The resulted cis, trans-stereochemistry further enables the ring-closing metathesis (RCM) reaction of two alkene moieties, giving a tetracyclic N-hetereocycle widely found as the core structure in akuammiline alkaloids.
Optimization of asymmetric hydrogenation of 3-phenyl-3-butenoic acid catalyzed by rhodium(I)-4,5-bis-2,2-dimethyldioxolane (DIOP)
Yamamoto, Keiji,Ikeda, Kiyoshi,Yin, Leong Kwai
, p. 319 - 332 (2007/10/02)
Enantioselective, homogeneous hydrogenation of 3-phenyl-3-butenoic acid (1) has extensively been examined in the presence of the rhodium(I)/4,5-bis-2,2-dimethyldioxolane (DIOP) catalyst systems.Optimization of the reaction conditions was undertaken mainly by controlling effects of added tertiary amines as well as solvent polarities on the enantio-selectivity of the product.The best asymmetric yield (85.1percent e.e.) was attained when the hydrogenation was carried out in the presence of triethylamine (5 molpercent) in 75percent aqueous methanol using a neutral rhodium-DIOP catalyst.