4.7 Article

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

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 83, Issue 1, Pages 174-184

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.7b02561

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Funding

  1. NNSFC [21672005, 21472001, 21172002]

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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.

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