卡宾催化对亚甲基苯醌的不对称硼化反应的研究
收稿日期: 2021-11-30
修回日期: 2022-01-13
网络出版日期: 2022-01-27
基金资助
山东省自然科学基金(ZR2019MB044)
Asymmetric Boration of para-Quinone Methides Catalyzed by N-Heterocyclic Carbene
Received date: 2021-11-30
Revised date: 2022-01-13
Online published: 2022-01-27
Supported by
National Natural Science Foundation of Shandong Province(ZR2019MB044)
吴逾诸 , 申盼盼 , 段文增 , 马玉道 . 卡宾催化对亚甲基苯醌的不对称硼化反应的研究[J]. 有机化学, 2022 , 42(5) : 1483 -1492 . DOI: 10.6023/cjoc202111041
The first carbene-catalyzed enantioselective 1,6-conjugate addition of boron to para-quinone methides was achieved by using the commercially available chiral triazolium and bis(pinacolato)diboron. The main features of this reaction include mild conditions, broad scope of substrates, excellent functional group tolerance, as well as good yield and enantioselectivity. Notably, in the absence of any transition metals, the reaction proceeded very well even with 0.1 mol% of catalyst loading without obvious erosion of yield and enantioselectivity, albeit longer reaction time was required.
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