4.8 Article

Phosphine-Catalyzed Domino Reaction: Highly Stereoselective Synthesis of trans-2,3-Dihydrobenzofurans from Salicyl N-Thiophosphinyl Imines and Allylic Carbonates

Journal

ORGANIC LETTERS
Volume 12, Issue 17, Pages 3768-3771

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol101611v

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Funding

  1. National Natural Science Foundation of China [20972076, 20772061]
  2. Natural Science Foundation of Tianjin [10JCYBJC04000]

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A novel phosphine-catalyzed domino reaction of salicyl N-thiophosphinyl imines and allylic carbonates was developed. The allylic carbonate, in this reaction, serves as a new kind of 1,1-dipolar synthon. This method offered a powerful approach to the construction of a highly substituted trans-2,3-dihydrobenzofuran skeleton with high diastereoselectivity.

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