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Unprecedented 1,3-Dipolar Cycloaddition of Azomethine Ylides Derived from Difluorocarbene and Imines to Carbonyl Compounds. − Synthesis of Oxazolidine Derivatives

✍ Scribed by Mikhail S. Novikov; Alexander F. Khlebnikov; Adolf Krebs; Rafael R. Kostikov

Publisher
John Wiley and Sons
Year
1998
Tongue
English
Weight
363 KB
Volume
1998
Category
Article
ISSN
1434-193X

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✦ Synopsis

Iminiodifluoromethanides generated by the reaction of di-undergo regioselective 1,3-dipolar cycloaddition to aldehydes to give oxazolidine derivatives. fluorocarbene with benzaldehyde and benzophenone imines

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Synthesis of 1,3,4-Oxadiazolidines by 1,3-Dipolar Addition of Azomethine Imines to Carbonyl Compounds
✍ Dr. R. Grashey; cand. chem. K. Adelsberger 📂 Article 📅 1962 🏛 John Wiley and Sons 🌐 English ⚖ 203 KB

With longer-chain carbonamides, partial isomerization occurs. For example, crotonamide yields 68 % a-methylsuccinimide and 19 % glutarimide. Alicyclic unsaturated carbonamides form bicyclic imides. 0 II Cyclohexenecarbonamide forms hexahydrophthalimide in 91 % yield.