Rapid synthesis of highly functionalised α-amino amides and medium ring lactones using multicomponent reactions of amino alcohols and isocyanides.
Org Biomol Chem
; 10(1): 162-70, 2012 Jan 07.
Article
em En
| MEDLINE
| ID: mdl-22076284
ABSTRACT
Four-component reactions between amino alcohols, aldehydes, isocyanides and thiols proceed rapidly under microwave or conventional heating at 60 °C in methanol. The reaction is successful with a wide range of components and gives access to potentially drug-like products containing amine, amide and thioether functionality in moderate to excellent yield. The reaction conditions are also applicable to the synthesis of a range of 8-10 membered medium ring lactones via three-component reactions of amino alcohols, isocyanides and acid-aldehydes. Incorporation of L-prolinol as the amino alcohol component in each case gives access to multicomponent products with moderate to high diastereoselectivity.
Texto completo:
1
Base de dados:
MEDLINE
Assunto principal:
Cianetos
/
Amidas
/
Amino Álcoois
Idioma:
En
Ano de publicação:
2012
Tipo de documento:
Article