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Preparation of a chiral azadiene for the synthesis of 5-aza analogues of angucyclinones
Authors:Drissa Sissouma,Geoffroy DequirezSylvain Collet,André   Guingant
Affiliation:a Université de Nantes, CNRS, Chimie et Interdisciplinarité: Synthèse, Analyse, Modélisation (CEISAM), UMR CNRS n° 6230, 2, rue de la Houssinière, BP 92208, 44322 Nantes Cedex 3, France
b Laboratoire de Chimie Organique Structurale, UFR SSMT, Université de Cocody-Abidjan, Côte d’Ivoire
Abstract:We have developed an efficient synthesis of both enantiomers of a key azadiene for the preparation of 5-aza analogues of angucyclinones through a hetero Diels-Alder reaction. These dienes were efficiently prepared via a 4-step procedure from known and readily available chiral diketoesters.
Keywords:Chiral azadiene   Hetero Diels-Alder reaction   Aza-angucyclinone   Enaminone   Ester hydrolysis
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