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ChemInform Abstract: A Novel Hetero-Diels—Alder Approach Towards Perhydro Quinolinones Bearing an Angular Methyl Group.

✍ Scribed by P. STANETTY; M. D. MIHOVILOVIC; K. MEREITER; H. VOELLENKLE; F. RENZ

Publisher
John Wiley and Sons
Year
2010
Weight
33 KB
Volume
29
Category
Article
ISSN
0931-7597

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✦ Synopsis

The title compounds (III), (IV), and (VI) are synthesized by a hetero-Diels-Alder reaction using the sterically demanding diene (I) as a new building block. The effect of commonly used Lewis acids and the substitution pattern of various imines (II) on both the mechanism and the diastereoselectivity of the reaction with the diene (I) is discussed and compared with data obtained by ab initio calculations. -

📜 SIMILAR VOLUMES

ChemInform Abstract: Synthesis of Perhyd
ChemInform Abstract: Synthesis of Perhydroquinolinones Bearing an Angular Methyl Group via Lewis Acid Catalyzed Hetero-Diels—Alder Cyclization.
✍ P. STANETTY; M. D. MIHOVILOVIC 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 31 KB

Synthesis of Perhydroquinolinones Bearing an Angular Methyl Group via Lewis Acid Catalyzed Hetero-Diels-Alder Cyclization. -A new application of the sterically demanding diene (I) in hetero Diels-Alder reactions is reported. Depending on the nature of the imine aryl substituents and on the Lewis aci