Highly Enantioselective [3+2]-Annulation of Isatin-Derived Morita-Baylis-Hillman Adducts with Cyclic Sulfonimines

Highly Enantioselective [3+2]-Annulation of Isatin-Derived Morita-Baylis-Hillman Adducts with Cyclic Sulfonimines
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靛红衍生的 Morita-Baylis-Hillman 加合物与环状磺胺的高度对映选择性 [3 2]-环化

DOI:
10.1021/acs.orglett.5b00456
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发表时间:
2015
期刊:
影响因子:
5.2
通讯作者:
Liu Li
Liu Li
中科院分区:
化学1区
文献类型:
--
作者:
Wei Feng;Huang Hong-Yon;Zhong Neng-Jun;Gu Chun-Ling;Wang Dong;Liu Li

文献摘要

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以烯丙基氮叶立德为中间体,以靛红衍生的Morita-Baylis-Hillman加合物和环状磺酰亚胺为原料,通过有机催化的[3 + 2]成环反应,获得了高产率和良好的对映体和非对映体选择性.该反应提供了获得高度取代的氮杂-螺羟吲哚衍生物的途径,其还含有环稠合的环状磺酰胺。
An organocatalytic [3 + 2]-annulation between isatin-derived Morita–Baylis–Hillman adducts and cyclic sulfonimines has been developed in high yields with excellent enantio- and diastereoselectivities via an allylic nitrogen-ylide intermediate. The reaction provides access to heavily substituted aza-spirooxindole derivatives, which also contain ring fused cyclic sultams.