Yu Rongrong, Xing Yidan, Fang Xianjie
Shanghai Key Laboratory for Molecular Engineering of Chiral Drugs, Frontiers Science Center for Transformative Molecules, School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University, 800 Dongchuan Road, Shanghai 200240, China.
School of Chemistry and Chemical Engineering, Shanxi University, 92 Wucheng Road, Taiyuan 030006, China.
Org Lett. 2021 Feb 5;23(3):930-935. doi: 10.1021/acs.orglett.0c04133. Epub 2021 Jan 22.
A regio-, chemo-, and enantioselective nickel-catalyzed hydrocyanation of 1,3-dienes is reported. The key to the success of this asymmetric transformation is the use of a specific multichiral diphosphite ligand. In addition to aryl-substituted 1,3-dienes, highly challenging aliphatic 1,3-diene substrates can also be preferentially converted to the corresponding 1,2-adducts in decent yields with the highest enantioselectivities to date.
报道了一种区域、化学和对映选择性的镍催化1,3 - 二烯的氢氰化反应。这种不对称转化成功的关键在于使用一种特定的多手性二亚磷酸酯配体。除了芳基取代的1,3 - 二烯外,极具挑战性的脂肪族1,3 - 二烯底物也能以良好的产率优先转化为相应的1,2 - 加合物,且对映选择性达到了目前的最高水平。