Highly diastereo- and enantioselective palladium-catalyzed [3+2] cycloaddition of vinyl aziridines and α,β-unsaturated ketones.
Highly diastereo- and enantioselective palladium-catalyzed [3+2] cycloaddition of vinyl aziridines and α,β-unsaturated ketones.
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DOI：
10.1002/anie.201409467
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发表时间：
2015
影响因子：
--
通讯作者：
Chao-Fan Xu;B. Zheng;Jiajia Suo;Chang-Hua Ding;X. Hou
中科院分区：
文献类型：
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作者：
Chao-Fan Xu;B. Zheng;Jiajia Suo;Chang-Hua Ding;X. Hou
钯催化的乙烯基氮丙啶与 α,β-不饱和酮的不对称 [3+2] 环加成反应（其中烯烃具有单一活化剂）以高非对映选择性和对映选择性实现，从而以高收率提供具有优异 ee 值的 3,4-二取代吡咯烷。在乙烯基氮丙啶的乙烯基的C1处引入甲基极大地改善了反应的立体化学。提出了一个合理的过渡状态。
A palladium-catalyzed asymmetric [3+2] cycloaddition reaction of vinylaziridines with α,β-unsaturated ketones, wherein the alkenes have a single activator, is realized in high diastereo- and enantioselectivity, thus affording 3,4-disubstituted pyrrolidines in high yields with excellent ee values. The introduction of a methyl group at C1 of the vinyl group the vinylaziridines greatly improves the stereochemistry of the reaction. A plausible transition state is proposed.