Li Can, Cai Song-Zhou, Ye Juntao, Fang Xianjie
Shanghai Key Laboratory for Molecular Engineering of Chiral Drugs, School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University, 800 Dongchuan Road, Shanghai 200240, China.
Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education, Key Laboratory of Organosilicon Material Technology of Zhejiang Province, College of Material, Chemistry and Chemical Engineering, Hangzhou Normal University, 2318 Yuhangtang Road, Hangzhou 311121, China.
Org Lett. 2024 May 10;26(18):3867-3871. doi: 10.1021/acs.orglett.4c01022. Epub 2024 May 1.
Herein, a highly regio-, enantio-, and diastereoselective nickel-catalyzed desymmetric hydrocyanation of biaryl dienes for the simultaneous construction of axial and central chiralities is presented, which offers a convenient approach to a variety of tirenes containing the union of an axially chiral biaryl and a centrally α-chiral nitrile under mild conditions using a commercially available catalyst. The synthetic utility is highlighted by the development of a novel axially chiral phosphine ligand and biphenyl-based chiral diene ligand and their potential applications in the field of asymmetric catalytic reactions.
在此,我们报道了一种高度区域选择性、对映选择性和非对映选择性的镍催化联芳基二烯的去对称氢氰化反应,用于同时构建轴手性和中心手性,该反应在温和条件下使用市售催化剂,为合成多种含有轴手性联芳基和中心α-手性腈的替瑞烯类化合物提供了一种简便方法。新型轴手性膦配体和联苯类手性二烯配体的开发及其在不对称催化反应领域的潜在应用突出了该合成方法的实用性。