Highly Enantioselective Hydrogenation of tetra-and tri-Substitutedα,β-Unsaturated Carboxylic Acids with oxa-Spiro Diphosphine Ligands  

作　　者：Gen-Qiang Chen Jia-Ming Huang Bi-Jin Lin Chuan Shi Ling-Yu Zhao Bao-De Ma Xiao-Bing Ding Qin Yin Xumu Zhang 

机构地区：[1]Department of Chemistry,Guangdong Provincial Key Laboratory of Catalysis,Southern University of Science and Technology,Shenzhen 518000 [2]Academy for Advanced Interdisciplinary Studies,Southern University of Science and Technology,Shenzhen 518000

出　　处：《CCS Chemistry》2020年第6期468-477,共10页中国化学会会刊（英文）

基　　金：the Free Exploration Fund from the Shenzhen Science and Technology Innovation Committee(JCYJ20170817105056467);the Youth Fund from National Natural Science Foundation of China(No.21901107);X.Zhang is indebted to Southern University of Science and Technology(start-up fund),Shenzhen Science and Technology Innovation Committee(nos.KQTD20150717103157174 and JSGG20170821140353405);Guangdong Provincial Key Laboratory of Catalysis(No.2020B121201002);National Natural Science Foundation of China(No.21991113);SZDRC Discipline Construction Program for financial support.

摘　　要：We herein present the design and synthesis of a structurally unique oxa-spirocyclic diphosphine ligand,termed as O-SDP.The diphosphine ligand O-SDP derived from oxa-spirocyclic diphenols(O-SPINOL)has a relatively larger bite angle compared with that of SDP,and O-SDP has been successfully applied in the ruthenium-catalyzed asymmetric hydrogenation ofα,β-unsaturated carboxylic acids under mild reaction conditions.High yields and enantioselectivities were generally achieved for a wide range of substrates(up to 99%yield and>99%ee),and many of the resulting products are key intermediates of important drugs such as Sacubitril,Artemisinin,and Paroxetine.

关 键 词：asymmetric hydrogenation DIPHOSPHINE O-SDP O-SPINOL 

分 类 号：O62[理学—有机化学]