FeCl3-Promoted [3+2] Annulations of γ-Butyrolactone Fused Cyclopropanes with Heterocumulenes

FeCl3-Promoted [3+2] Annulations of γ-Butyrolactone Fused Cyclopropanes with Heterocumulenes
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FeCl3-促进的 [3 2] γ-丁内酯稠合环丙烷与异积烯的环化

DOI:
10.1021/acs.joc.7b02561
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发表时间:
2018-01-05
影响因子:
3.6
通讯作者:
Chai, Zhuo
Chai, Zhuo
中科院分区:
化学2区
文献类型:
--
作者:
Feng, Manli;Yang, Pengfei;Chai, Zhuo

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本文报道了γ-丁内酯与D-A环丙烷在FeCl_3促进下与芳香族异硫氰酸酯和二烷基双马来酰亚胺的[3 + 2]成环反应。以优异的产率获得了一系列含有四个连续立体中心的双环/多环γ-丁内酯稠合硫代亚氨酸酯和γ-丁内酯稠合脒作为单一立体异构体。
The [3 + 2] annulations of gamma-butyrolactone fused donor acceptor (D-A) cyclopropanes with aromatic isothiocyanates and dialkyl carbodiimides promoted by FeCl3 is reported. A series of bicyclic/polycyclic gamma-butyrolactone fused thioimidates and gamma-butyrolactone fused amidines containing four contiguous stereogenic centers were obtained in excellent yields as single stereoisomers.