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

Bruce Pégot; Olivier Van Buu; Didier Gori; Giang Vo-Thanh

doi:10.3390/ecsoc-10-01378

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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

¹ Laboratoire de Chimie des Procédés et Substances Naturelles, ICMMO, CNRS UMR 8182, Université Paris-Sud, 91405 Orsay Cedex, France

Published: 30 November 2006 by MDPI in The 10th International Electronic Conference on Synthetic Organic Chemistry session General Organic Synthesis

https://doi.org/10.3390/ecsoc-10-01378

Abstract: 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.

Keywords: n/a

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Bruce Pégot

Olivier Van Buu

Didier Gori

Giang Vo-Thanh