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三取代烯烃在钯催化下与乙烯环氧化物发生高非对映选择性和对映选择性的[3+2]环加成反应,其中单一的活化剂作为偶极子。

Trisubstituted alkenes with a single activator as dipolarophiles in a highly diastereo- and enantioselective [3+2] cycloaddition with vinyl epoxides under Pd-catalysis.

机构信息

State Key Laboratory of Organometallic Chemistry, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry (SIOC), Chinese Academy of Sciences (CAS), 345 Lingling Road, Shanghai 200032, China.

出版信息

Chem Commun (Camb). 2018 Nov 20;54(93):13143-13146. doi: 10.1039/c8cc07996j.

Abstract

1,1,2-Trisubstituted alkenes with a single strongly electronic withdrawing activator, which are unreactive electron-deficient alkenes in transition metal-catalyzed [3+2] cycloaddition with vinyl three-membered heterocycles, were used in the Pd-catalyzed asymmetric cycloaddition of vinyl epoxides, affording multifunctionalized tetrahydrofurans in high yields with high diastereo- and enantioselectivities.

摘要

1,1,2-三取代的烯烃,其中一个取代基是强吸电子基团,而另一个取代基是电子缺乏的烯烃,在过渡金属催化的与乙烯基三元杂环的[3+2]环加成反应中是不反应的,但是它们可以被用于钯催化的乙烯基环氧化物的不对称环加成反应,以高产率和高非对映选择性和对映选择性得到多功能化的四氢呋喃。

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