手性联萘酚催化的烯基硼酸和芳基硼酸对α,β-不饱和环磺酰基亚胺的对映选择性共轭加成反应
Chiral Binaphthol-Catalyzed Enantioselective Conjugate Addition of Alkenyl and Arylboronic Acids to α,β-Unsaturated Cyclic -Sulfonyl Ketimines.
作者信息
Hou Ya-Jing, Wang Yang-Ling, Chang Junbiao, Chai Guo-Li
机构信息
State Key Laboratory of Antiviral Drugs, Pingyuan Laboratory, School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, Henan 453007, China.
出版信息
J Org Chem. 2024 Sep 20;89(18):13137-13149. doi: 10.1021/acs.joc.4c01269. Epub 2024 Sep 2.
The chiral binaphthol-catalyzed enantioselective conjugate addition of alkenylboronic acids and heteroarylboronic acids to cyclic -sulfonyl ketimines is reported, providing the 1,4-addition products in high yields and moderate to excellent enantioselectivities (up to >99% ee). This mild, scalable catalytic system exhibits high efficiency and broad substrate scopes. Additionally, arylboronic acids were viable nucleophiles under more forcing conditions.
据报道，手性联萘酚催化烯基硼酸和杂芳基硼酸对环状磺酰基酮亚胺的对映选择性共轭加成反应，能以高收率和中等至优异的对映选择性（高达>99% ee）提供1,4-加成产物。这种温和、可扩展的催化体系具有高效率和广泛的底物范围。此外，在更苛刻的条件下，芳基硼酸也是可行的亲核试剂。
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