Chiral induction in cycloaddition reactions of azomethine ylides derived from secondary α-amino acids by the decarboxylative route

Autor:	Visuvanathar Sridharan, John F. Malone, Thomas Coulter, R. Grigg
Rok vydání:	1991
Předmět:	Diketone chemistry.chemical_classification Bicyclic molecule Stereochemistry Decarboxylation Isatin Organic Chemistry Azomethine ylide Biochemistry Cycloaddition Amino acid chemistry.chemical_compound chemistry Drug Discovery 1 3-dipole
Zdroj:	Tetrahedron Letters. 32:5417-5420
ISSN:	0040-4039
DOI:	10.1016/s0040-4039(00)92401-8
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
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::30bd8fbd2fba10ca18ba067d2cadb5cd https://doi.org/10.1016/s0040-4039(00)92401-8 Zobrazit plný text záznamu