Synthesis and N-functionalization of isoxazolidines: a new approach to nucleoside analogues

• Tipo: Artigo em Revista Científica Internacional
• Data: 2014

Autores

Carlos A D Sousa (Autor) Outra; Jose E Rodriguez Borges (Autor) FCUP; Xerardo Garcia Mera (Autor) Outra

Revista

Título: Tetrahedron Letters

Vol. 55

Páginas: 4628-4631

ISSN: 0040-4039

Editora: Elsevier

Indexação

ISI Web of Knowledge - 2 Citações

Scopus - 3 Citações

Classificação Científica

FOS: Ciências exactas e naturais > Química

Outras Informações

ID Authenticus: P-009-RM3

DOI: 10.1016/j.tetlet.2014.06.076

Abstract (EN): A straightforward synthetic approach for the preparation of non N-functionalized isoxazolidines from BF3-catalyzed 1,3-cycloaddition reactions between methyl glyoxylate oxime and alkenes is described. Subsequently, isoxazolidines were N-functionalized with three chemically active groups (2-chloroethyl, cyanomethyl and 2-acetoxyethyl), thus allowing the preparation of a wide array of N-functionalized isoxazolidines. The compounds were characterized by means of H-1 and C-13 NMR spectroscopy and mass spectrometry. X-ray analysis was used for stereochemical elucidation.

Idioma: Inglês

Tipo (Avaliação Docente): Científica

Nº de páginas: 4