850567-54-3Relevant articles and documents
Atroposelective Synthesis of Conjugated Diene-Based Axially Chiral Styrenes via Pd(II)-Catalyzed Thioether-Directed Alkenyl C-H Olefination
Jin, Liang,Zhang, Peng,Li, Ya,Yu, Xin,Shi, Bing-Feng
, p. 12335 - 12344 (2021/08/24)
The efficient stereoselective synthesis of conjugated dienes, especially those with axial chirality, remains a great challenge. Herein, we report the highly atroposelective synthesis of axially chiral styrenes with a conjugated 1,3-diene scaffold via a Pd(II)-catalyzed thioether-directed alkenyl C-H olefination strategy. This strategy features easy operation, mild reaction conditions, high functional group tolerance (69 examples), complete Z-selectivity, and excellent enantioselectivities (up to 99% ee). Notably, the highly enantioselective synthesis of atropisomers with two stereogenic axes were also achieved using this strategy (up to 99% ee and 97:3 dr). Moreover, the reaction could be scaled up, and the resulting axially chiral styrenes could be easily oxidized into chiral sulfoxide derivatives with high diastereoselectivities, which showed great promise as a new type of sulfur-olefin ligand.
Cobalt-Catalyzed Markovnikov-Type Selective Hydroboration of Terminal Alkynes
Chen, Jieping,Shen, Xuzhong,Lu, Zhan
supporting information, p. 690 - 694 (2020/11/30)
A cobalt-catalyzed Markovnikov-type hydroboration of terminal alkynes with HBpin to access α-alkenyl boronates with good regioselectivity and atom economy is reported. A new ligand has been developed for the cobalt hydride catalyst that has been used for a unique Markovnikov selective insertion of terminal alkynes into metal hydride bond. This operationally simple protocol exhibits excellent functional group tolerance to deliver valuable alkene derivatives.
Rhodium-catalysed diastereo- And enantioselective cyclopropanation of α-boryl styrenes
Sun, Xiao,Gu, Peiming,Qin, Jiao,Su, Yan
supporting information, p. 12379 - 12382 (2020/10/30)
A rhodium-catalyzed diastereo- and enantio-selective cyclopropanation of a-boryl styrenes with a-diazoarylacetates was established. Rh2(S-PTTL)4 (0.2 mol%) was found to be effective for the conversion, and 21 diastereopure cyclopropylboronates were prepared in high yields with excellent enantioselectivity (ee up to 99%).