Asymmetric Catalytic Aza-Diels-Alder/Ring-Closing Cascade Reaction Forming Bicyclic Azaheterocycles by Trienamine Catalysis

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• 作者：Yang Li ; Casper Barl&oslash ; se ; Julie J&oslash ; rgensen ; Bj&oslash ; rn Drei&oslash ; Carlsen and Prof. Dr. Karl Anker J&oslash ; rgensen
• 刊名：Chemistry - A European Journal
• 出版年：2017
• 出版时间：January 1, 2017
• 年：2017
• 卷：23
• 期：1
• 页码：38-41
• 全文大小：848K
• ISSN：1521-3765

文摘

An asymmetric catalytic aza-Diels–Alder/ring-closing cascade reaction between acylhydrazones and in situ formed trienamines is presented. The reaction proceeds through a formal aza-Diels–Alder cycloaddition, followed by a ring-closing reaction forming the hemiaminal ring leading to chiral bicyclic azaheterocycles in moderate to good yield (up to 71 %), good enantio- (up to 92 % ee) and diastereoselectivity (up to >20:1 d.r.). Furthermore, transformations are presented to show the potential application of the formed product.