Formal Asymmetric Cycloaddition of Activated α,β-Unsaturated Ketones with α-Diazomethylphosphonate Mediated by a Chiral Silver SPINOL Phosphate Catalyst
Formal Asymmetric Cycloaddition of Activated α,β-Unsaturated Ketones with α-Diazomethylphosphonate Mediated by a Chiral Silver SPINOL Phosphate Catalyst
复制标题
手性银 SPINOL 磷酸盐催化剂介导的活化 α,β-不饱和酮与 α-重氮甲基膦酸酯的形式不对称环加成反应
DOI：
--
复制
发表时间：
2019
期刊：
影响因子：
--
通讯作者：
Yungui Peng
中科院分区：
文献类型：
--
作者：
Bo Zheng;Haohua Chen;Lei Zhu;Xiqiang Hou;Yan Wang;Yu Lan;Yungui Peng
An efficient method for preparing highly functionalized chiral non-spiro phosphonylpyrazolines via an asymmetric formal 1,3-dipolar cycloaddition reaction of α-diazomethylphosphonate with activated, acyclic α,β-unsaturated ketones, bearing an additional nitrile electron-withdrawing group, has been developed, utilizing an in situ-generated chiral silver phosphate catalyst, affording excellent stereoselectivities (up to 98% ee, 99:1 dr) and yields (up to 95%). A stepwise mechanism is proposed based upon density functional M11 calculations.
