Asymmetric synthesis of (-)-sedacryptine through a diastereoselective Mannich reaction of N,O-acetals with ketones.
Org Biomol Chem
; 16(5): 771-779, 2018 01 31.
Article
em En
| MEDLINE
| ID: mdl-29319096
ABSTRACT
An efficient diastereoselective approach to access the 3-hydroxy-2,6-disubstituted piperidine scaffold 1 has been developed through the Mannich process involving N,O-acetal (2S,3R)-6 and ketones in excellent yield with high diastereoselectivity (dr > 99 1). In addition, the utility of this convenient one-pot process is demonstrated by the asymmetric synthesis of (-)-sedacryptine 3.
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Coleções:
01-internacional
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MEDLINE
Idioma:
En
Ano de publicação:
2018
Tipo de documento:
Article