Beilstein Journal of Organic Chemistry (Sep 2006)

Asymmetric aza-Diels-Alder reaction of Danishefsky's diene with imines in a chiral reaction medium

  • Bruce Pégot,
  • Olivier Nguyen Van Buu,
  • Didier Gori,
  • Giang Vo-Thanh

DOI
https://doi.org/10.1186/1860-5397-2-18
Journal volume & issue
Vol. 2, no. 1
p. 18

Abstract

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The asymmetric aza-Diels-Alder reaction of chiral imines with Danishefsky's diene in chiral ionic liquids provides the corresponding cycloadduct with moderate to high diastereoselectivity. The reaction has proved to perform better at room temperature in ionic liquids without either Lewis acid catalyst or organic solvent. Chiral ionic liquids are recycled while their efficiency is preserved.