Palladium-Catalyzed Highly Enantioselective Cycloaddition of Vinyl Cyclopropanes with Imines

Palladium-Catalyzed Highly Enantioselective Cycloaddition of Vinyl Cyclopropanes with Imines
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钯催化乙烯基环丙烷与亚胺的高对映选择性环加成反应

DOI:
10.1021/acs.orglett.9b00274
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发表时间:
2019-03-15
期刊:
影响因子:
5.2
通讯作者:
Liu, Quan-Zhong
Liu, Quan-Zhong
中科院分区:
化学1区
文献类型:
--
作者:
Huang, Xiao-Bing;Li, Xiarl-Jing;Liu, Quan-Zhong

文献摘要

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在手性亚磷酰胺配体存在下,钯催化乙烯基环丙烷与醛亚胺或靛红衍生的酮亚胺的不对称甲缩醛[3 + 2]环加成反应顺利进行。得到相应的高度官能化和光学富集的吡咯烷或螺[吡咯烷-3,2 '-羟吲哚]衍生物,产率高达94%,ee高达96%,dr为7:1。
Palladium-catalyzed asymmetric formal [3 + 2] cycloaddition of vinyl cyclopropanes and aldimines or isatin-derived ketimines proceeded smoothly in the presence of chiral phosphoramidite ligands. The corresponding highly functionalized and optically enriched pyrrolidine or spiro[pyrrolidin-3,2'-oxindole] derivatives are obtained in up to 94% yield and with up to 96% ee and 7:1 dr.