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Macrocyclization of 2-(5-(2-hydroxyethyl)furan-2-yl)acetic acid model compounds of nonactic acid
Auteur(s)
Date de parution
2009
In
Monatsh. Chem.
Vol.
3
No
140
De la page
349
A la page
354
Mots-clés
- Natural products (nonactin analogs
- prepn. of macrocyclic compds. by cyclization of (hydroxyalkyl)furanacetic acid derivs. with dichlorobenzoyl chloride)
- Cyclization
- Debenzylation
- Hydrogenolysis
- Macrocyclization (prepn. of macrocyclic compds. by cyclization of (hydroxyalkyl)furanacetic acid derivs. with dichlorobenzoyl chloride)
- Macrocyclic compounds Role: SPN (Synthetic preparation)
- PREP (Preparation) (prepn. of macrocyclic compds. by cyclization of (hydroxyalkyl)furanacetic acid derivs. with dichlorobenzoyl chloride)
- macrocyclization nonactic acid
- hydroxyethyl furanacetic acid prepn macrocyclization
- natural product analog nonactin prepn macrocyclization
Résumé
A method for the synthesis of macrocyclic compds. is reported here. The macrocyclization of (hydroxyethyl)furanacetic acid and of dehydrogenated model compds. of nonactic acid was investigated to develop a facile synthesis of nonactin analogs. By applying the Yamaguchi macrocyclization to ?-hydroxy carboxylic acids [i.e., 5-(2-hydroxyethyl)-2-furanacetic acid and 5-(2-hydroxyethyl)-?-(phenylmethyl)-2-furanacetic acid], it was possible to isolate a mixt. of di-, tri-, tetra- and pentameric macrocyclic compds. [on SciFinder(R)]
Identifiants
Type de publication
journal article
