State Key Laboratory of Coordination Chemistry, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, 210093, China.
School of Chemistry and Chemical Engineering, Yangzhou University, Yangzhou, 225002, China.
Angew Chem Int Ed Engl. 2017 Feb 13;56(8):2022-2025. doi: 10.1002/anie.201610990. Epub 2017 Jan 16.
The enantioselective 1,2-reduction of α,β-unsaturated ketones was achieved using a NiH catalyst in the presence of pinacolborane. This mild process represents a general method to access a wide variety of structurally diverse α-chiral allylic alcohols in excellent yields and enantioselectivity, as well as very high levels of ambidoselectivity for 1,2- over 1,4-reduction. Furthermore, for reactions on a 10 mmol scale, catalyst loadings as low as 0.5 mol % could be employed to deliver product without any detrimental effect on the yield, enantio-, or ambidoselectivity.
使用 NiH 催化剂和频哪醇硼烷，实现了 α,β-不饱和酮的对映选择性 1,2-还原。该温和的方法为获得各种结构多样的 α-手性烯丙醇提供了一种通用方法，具有优异的收率和对映选择性，并且 1,2-还原的对映体选择性和 1,4-还原的对映体选择性非常高。此外，在 10 mmol 规模的反应中，即使催化剂负载量低至 0.5 mol%，也可以不影响产率、对映选择性或非对映选择性地得到产物。
