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

Author:
Feng, Manli, Yang, Pengfei, Yang, Gaosheng, Chen, Wenlong, Chai, Zhuo
Source:
Journal of organic chemistry 2018 v.83 no.1 pp. 174-184
ISSN:
1520-6904
Subject:
amidines, chemical reactions, ferric chloride, isothiocyanates, organic chemistry, stereoisomers
Abstract:
The [3 + 2] annulations of γ-butyrolactone fused donor–acceptor (D–A) cyclopropanes with aromatic isothiocyanates and dialkyl carbodiimides promoted by FeCl₃ is reported. A series of bicyclic/polycyclic γ-butyrolactone fused thioimidates and γ-butyrolactone fused amidines containing four contiguous stereogenic centers were obtained in excellent yields as single stereoisomers.
Agid:
6046663