Utilize este identificador para referenciar este registo:
https://hdl.handle.net/1822/51348
Título: | Enantioselective diels-alder cycloadditions in the synthesis of two enantiomeric sets of chiral polyhydroxylated pipecolic acid derivatives |
Autor(es): | Duarte, Vera C. M. Alves, Maria José Chão Fortes, A. Gil |
Palavras-chave: | enantioselectivity Diels-Alder reaction amino acids asymmetric synthesis azasugars |
Data: | 1-Jul-2014 |
Editora: | Georg Thieme Verlag |
Revista: | Synlett |
Resumo(s): | (2E)-Penta-2,4-dien-1-ol was combined with electrophilic tert-butyl 2H-azirine-3-carboxylate by using a Lewis acid-catalyzed self-assembled Diels-Alder methodology with 1,1-binaphthalene-2,2-diol (BINOL) as a chiral inductor. By changing the chirality of the BINOL inductor, both enantiomeric forms of the resulting cycloadducts could be obtained with high enantioselectivities and yields. Simple chemical transformations of the cycloadducts gave two types of polyhydroxylated pipecolic acids. The synthetic strategy provides the first reported synthesis of chain-branched pipecolic acids. |
Tipo: | Artigo |
URI: | https://hdl.handle.net/1822/51348 |
DOI: | 10.1055/s-0034-1378227 |
ISSN: | 0936-5214 |
Arbitragem científica: | yes |
Acesso: | Acesso restrito autor |
Aparece nas coleções: | CDQuim - Artigos (Papers) |
Ficheiros deste registo:
Ficheiro | Descrição | Tamanho | Formato | |
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Synlet,2014,1751.pdf Acesso restrito! | 554,08 kB | Adobe PDF | Ver/Abrir |