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https://hdl.handle.net/10316/91152
Título: | Chiral Thiazolidine based Organocatalysts: Synthesis and Application in Asymmetric Aldol Reactions | Autor: | Félix, Ana Rita G. Simões, Pedro R. D. Sousa, Francisco J. P. M. Serra, Maria Elisa Silva Murtinho, Dina |
Palavras-chave: | Thiazolidines; Organocatalyst; Aldol reaction; Enantioselective; Asymmetric synthesis; Additives | Data: | 2020 | Editora: | Bentham Science Publishers | Projeto: | info:eu-repo/grantAgreement/FCT/00313/2019/PT | Título da revista, periódico, livro ou evento: | Letters in Organic Chemistry | Volume: | 17 | Número: | 5 | Resumo: | Several novel chiral organocatalysts derived from thiazolidines containing amide and thioureia functionalities were synthesized in good yields. These organocatalysts were tested in the asymmetric aldol reaction of acetone with p-nitrobenzaldehyde. Reaction parameters such as reaction time, catalyst loading and solvent were optimized. Products with conversions up to 84% and enantiomeric ratios (er) up to 84.5:15.5 (R:S) were obtained. The effect of several chiral and non-chiral additives on the reactivity and selectivity of the reaction was also evaluated. The reaction was extended to other aromatic aldehydes with the best organocatalyst and when p-bromobenzaldehyde was used, an er of 94.5:5.5 (R:S) was obtained. | URI: | https://hdl.handle.net/10316/91152 | ISSN: | 15701786 | DOI: | 10.2174/2210681209666190807155816 | Direitos: | embargoedAccess |
Aparece nas coleções: | I&D CQC - Artigos em Revistas Internacionais |
Ficheiros deste registo:
Ficheiro | Descrição | Tamanho | Formato | |
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Felix2020LettOrgchem.pdf | 305.25 kB | Adobe PDF | Ver/Abrir |
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