4.4 Article

Highly enantioselective 1,3-dipolar cycloaddition of imino esters with benzofuranone derivatives catalyzed by thiourea-quaternary ammonium salt

Journal

TETRAHEDRON
Volume 74, Issue 52, Pages 7485-7494

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2018.11.025

Keywords

Asymmetric cyclization; Quaternary ammonium; Phase-transfer catalysis

Funding

  1. Chinese Academy of Sciences [XDB 20020100]
  2. National Natural Science Foundation of China [21272247, 21572247]

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Highly enantioselective 1, 3-dipolar cycloaddition of 2-arylidene-benzofuran- 3(2H)-ones with imino esters catalyzed by thiourea-quaternary ammonium salts has been developed. This reaction provides efficient construction of a range of chiral spiro[benzofuran-2,3'-pyrrolidine] in high yields (up to 99%) and with good enantioselectivities (up to 99% ee) under mild conditions. (C) 2018 Elsevier Ltd. All rights reserved.

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