Development of Catalytic Reactions for Precise Control of Chemoselectivity.
Chem Pharm Bull (Tokyo)
; 69(6): 516-525, 2021.
Article
em En
| MEDLINE
| ID: mdl-34078797
ABSTRACT
Catalytic chemoselective reactions of innately less reactive functionalities over more reactive functionalities are described. A cooperative catalyst comprising a soft Lewis acid/hard Brønsted base enabled chemoselective activation of a hydroxyl group over an amino group, allowing for nucleophilic addition to electron-deficient olefins. The reaction could be applicable for a variety of amino alcohols, including pharmaceuticals, without requiring a tedious protection-deprotection process. Chemoselective enolization and subsequent α-functionalization of carboxylic acid derivatives were also achieved by a redox active catalyst through the radical process, providing unnatural α-amino/hydroxy acid derivatives bearing a complex carbon framework and a diverse set of functionalities. The present chemoselective catalysis described herein offers new opportunities to expand the chemical space for innovative drug discovery research.
Palavras-chave
Texto completo:
1
Base de dados:
MEDLINE
Assunto principal:
Ácidos Carboxílicos
/
Alcenos
/
Ácidos de Lewis
/
Desenvolvimento de Medicamentos
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Amino Álcoois
Idioma:
En
Ano de publicação:
2021
Tipo de documento:
Article