Utilize este identificador para referenciar este registo:
https://hdl.handle.net/1822/15667
Título: | Highly diastereoselective synthesis of 2-azabicyclo[2.2.1]hept-5-ene derivatives : bronsted acid catalized aza-diels-alder reaction between cyclopentadiene and imino-acetates with two chiral auxiliaries |
Autor(es): | García-Mera, Xerardo Rodríguez-Borges, José E. Vale, M. Luísa C. Alves, M. José |
Palavras-chave: | Asymetric synthesis Cycloadditions Aza-Diels-Alder reaction Induction Chiral auxiliaries |
Data: | 2011 |
Editora: | Pergamon-Elsevier Science Ltd |
Revista: | Tetrahedron |
Resumo(s): | The cycloaddition between protonated glyoxylate imines possessing two chiral auxiliaries, N-(S)- or N-(R)-1-phenylethyl and (-)-8-phenylmenthyl or (+)-8- phenylneomenthyl, and cyclopentadiene is described. The absolute configuration of all adducts formed was unequivocally assigned through NMR, specific optical rotation and X-ray data of appropriated derivatives. Experimental results confirm the highly exoselectivity for these aza-Diels–Alder reactions, single adducts being obtained from combinations of (8PM)-(R-PEA) and (8PNM)-(S-PEA). |
Tipo: | Artigo |
URI: | https://hdl.handle.net/1822/15667 |
DOI: | 10.1016/j.tet.2011.06.097 |
ISSN: | 0040-4020 |
Arbitragem científica: | yes |
Acesso: | Acesso aberto |
Aparece nas coleções: | CDQuim - Artigos (Papers) |
Ficheiros deste registo:
Ficheiro | Descrição | Tamanho | Formato | |
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TET-D-11-00821R1.pdf | manuscrito | 1,99 MB | Adobe PDF | Ver/Abrir |