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Science China-Chemistry · 2023 ·Vol. 67 ·期 3 ·981-989 · IF 9.6

Ni-catalyzed highly regio- and stereo-selective diborylative cyclization of 1,6-enynes with diboron reagent

Guan Qitao,Shen Zhen,Tian Yiqiang,Huang Genping,Zhang Chun

The Ni-catalyzed highly selective diborylative cyclization of 1,6-enynes with diboron reagent has been developed. When pinB-Bdan was used, multiple types of boron-containing functional groups could be installed into organic molecule with great chemoselectivity and regioselectivity though this reaction. Meanwhile, if B 2 pai 2 was employed, the asymmetric diborylative cyclization could be well induced by using strategy of dynamic kinetic resolution. Importantly, the above reactions could afford desired product with 100% atomic economy, and could be compatible with different series of substituents. The studies of further transformation well illustrated that different type products could serve diverse synthetic strategy. Notably, the reaction mechanism was intensively studied by density functional theory (DFT) calculations, which could reveal the mechanism of regio- and enantio-selective control.

研究领域: 有机化学 · 金属催化 · 合成方法学 · 计算化学 · 硼化学
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