Tandem Prins/pinacol reaction for the synthesis of oxaspiro[4.5]decan-1-one scaffolds.
Org Biomol Chem
; 12(37): 7257-60, 2014 Oct 07.
Article
em En
| MEDLINE
| ID: mdl-25103114
ABSTRACT
A novel Lewis acid catalyzed Prins/pinacol cascade process has been developed for the synthesis of 7-substituted-8-oxaspiro[4.5]decan-1-ones in good yields with excellent selectivity. This is the first example of the synthesis of oxaspirocycles from aldehydes and 1-(4-hydroxybut-1-en-2-yl)cyclobutanol through a cascade of Prins/pinacol rearrangement. This method is applicable to a wide range of aldehydes such as aromatic, aliphatic, heteroaromatic, and α,ß-unsaturated aldehydes.
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Base de dados:
MEDLINE
Assunto principal:
Piranos
/
Compostos de Espiro
/
Álcoois
/
Aldeídos
Idioma:
En
Ano de publicação:
2014
Tipo de documento:
Article