Hou Ya-Jing, Zhao Lu, Chai Guo-Li, Zhong Kangbao, Chang Junbiao
State Key Laboratory of Antiviral Drugs, Pingyuan Laboratory, School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, Henan 453007, China.
J Org Chem. 2023 Dec 15;88(24):17461-17471. doi: 10.1021/acs.joc.3c02281. Epub 2023 Nov 25.
The ()-3,3'-(3,5-(CF)-CH)-BINOL-catalyzed enantioselective conjugate addition of organic boronic acids to α,β-unsaturated 1,1,1-trifluoromethyl ketones affords corresponding addition products bearing a stereogenic center at the β-position in moderate to high yields and excellent enantioselectivities (up to 99% ee), without any 1,2-addition product formation. Moreover, this catalytic protocol features mild reaction conditions, a broad substrate scope, suitability for alkenylboronic acids and (hetero)arylboronic acids, and easy scale-up.
（）-3,3'-（3,5-（CF）-CH）-联萘酚催化有机硼酸对α，β-不饱和1,1,1-三氟甲基酮的对映选择性共轭加成反应，以中等到高的产率和优异的对映选择性（高达99% ee）得到在β位带有一个手性中心的相应加成产物，且没有任何1,2-加成产物生成。此外，该催化方法具有反应条件温和、底物范围广、适用于烯基硼酸和（杂）芳基硼酸以及易于放大等特点。
