Stereo- and regio-selective synthesis of silicon-containing diborylalkenes via platinum-catalyzed mono-lateral diboration of dialkynylsilanes

Peng-Wei Long; Jia-Le Xie; Jing-Jing Yang; Si-Qi Lu; Zheng Xu; Fei Ye; Li-Wen Xu

doi:10.1039/d0cc00844c

Stereo- and regio-selective synthesis of silicon-containing diborylalkenes via platinum-catalyzed mono-lateral diboration of dialkynylsilanes

Chem Commun (Camb). 2020 Apr 14;56(30):4188-4191. doi: 10.1039/d0cc00844c.

Authors

Peng-Wei Long¹, Jia-Le Xie¹, Jing-Jing Yang¹, Si-Qi Lu¹, Zheng Xu¹, Fei Ye¹, Li-Wen Xu²

Affiliations

¹ Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education, and Key Laboratory of Organosilicon Material Technology of Zhejiang Province, Hangzhou Normal University, P. R. China. [email protected] [email protected].
² Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education, and Key Laboratory of Organosilicon Material Technology of Zhejiang Province, Hangzhou Normal University, P. R. China. [email protected] [email protected] and State Key Laboratory for Oxo Synthesis and Selective Oxidation, Suzhou Research Institute and Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, P. R. China.

PMID: 32167108
DOI: 10.1039/d0cc00844c

Abstract

A highly chemoselective platinum-catalyzed mono-lateral diboration of dialkynylsilanes for the construction of silicon-tethered alkynyl diborylalkenes is described, in which tris(4-methoxyphenyl)phosphine was found to be an effective ligand for the cis-addition of diboron agents to the silicon-tethered alkynes, and the chiral ligand (AFSi-Phos)-mediated diboration of dialkynylsilanes resulted in the desymmetric construction of silicon-stereogenic centers with promising enantioselectivity.