期刊
SCIENCE CHINA-CHEMISTRY
卷 -, 期 -, 页码 -出版社
SCIENCE PRESS
DOI: 10.1007/s11426-023-1813-3
关键词
nickel-catalyzed; organoboron; cyclization; regioselectivity; enantioselectivity
The Ni-catalyzed highly selective diborylative cyclization of 1,6-enynes has been developed, allowing the introduction of various boron-containing functional groups and asymmetric reactions through dynamic kinetic resolution strategy. The reaction exhibits 100% atomic economy and compatibility with different substituent series. Further transformation studies indicate its potential applications in diverse synthetic strategies.
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 B2pai2 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.
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