Intramolecular cycloaddition of azomethine ylides, from imines of O-acylsalicylic aldehyde and ethyl diazoacetate, to ester carbonyl–experimental and DFT …

AP Kadina, AF Khlebnikov, MS Novikov…

文献索引：Kadina, Anastasia P.; Khlebnikov, Alexander F.; Novikov, Mikhail S.; Perez, Pedro J.; Yufit, Dmitry S. Organic and Biomolecular Chemistry, 2012 , vol. 10, # 29 p. 5582 - 5591

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被引用次数: 7

摘要

Intramolecular 1, 3-dipolar cycloaddition of alkoxycarbonyl-substituted azomethine ylides to ester carbonyl was realized for the first time in the reaction of imines of O-acylsalicylic aldehyde with ethyl diazoacetate in the presence of Cu (tfacac) 2. The stereoselectivity of the cycloaddition is explained using DFT calculations.