ChemInform Abstract: Chiral Induction in Cycloaddition Reactions of Azomethine Ylides Derived from Secondary α-Amino Acids by the Decarboxylative Route

Autor: Thomas Coulter, R. Grigg, Visuvanathar Sridharan, John F. Malone
Rok vydání: 2010
Předmět:
Zdroj: ChemInform. 23
ISSN: 0931-7597
DOI: 10.1002/chin.199223057
Popis: Cyclic secondary α-amino acids react with isatin and menthyl acrylate via decarboxylative azomethine ylide formation and subsequent cycloaddition involving an endo-transition state to give cycloadducts in 67-82% d.e. The stereochemistry of the major cycloadduct is assigned from a single crystal X-ray structure and a transition state model is proposed for the process.
Databáze: OpenAIRE