Aza-Diels-Alder reaction between cyclopentadiene and protonated N-phenylethyliminoacetates of 8-phenylmenthol and 8-phenylneomenthol: a density functional theory study

• Tipo: Artigo em Revista Científica Internacional
• Data: 2012

Autores

Margarida S Miranda (Autor) FCUP; Jose Rodriguez Borges (Autor) FCUP; Joaquim C G E Esteves da Silva (Autor) FCUP; Xerardo Garcia Mera (Autor) Outra

Revista

Título: Journal of Physical Organic Chemistry

Vol. 25

Páginas: 515-522

ISSN: 0894-3230

Editora: Wiley-Blackwell

Indexação

ISI Web of Knowledge - 4 Citações

Scopus - 5 Citações

Classificação Científica

FOS: Ciências exactas e naturais > Química

Outras Informações

ID Authenticus: P-002-9R5

DOI: 10.1002/poc.1949

Abstract (EN): The cycloaddition between glyoxylate imines possessing two chiral auxiliaries, N-(R)- or N-(S)-1-phenylethyl and 8-phenylmenthyl or 8-phenylneomenthyl, and cyclopentadiene is described. Computational calculations using density functional theory with the Becke, three-parameter, LeeYangParr functional and the 6-31G(d) basis set were performed to better understand the highly diastereoselective mechanism and the exo-selectivity observed experimentally for these ionic aza-DielsAlder reactions. Copyright (c) 2011 John Wiley & Sons, Ltd.

Idioma: Inglês

Tipo (Avaliação Docente): Científica

Nº de páginas: 8