Tandem SmI2-induced nitrone $\beta$-elimination/aldol-type reaction.
Upon treatment with SmI2, the carbohydrate-derived nitrones undergo a $\beta$-elimination of the benzyloxy group at C-1, forming original samarium(III) oxy-enamine intermediates. The latter can be reacted with carbonyl compds. to produce aldol-type adducts. The tandem process results in the transformation of a C-O bond into a C-C bond. [on SciFinder(R)]
Références
- Titre
- Tandem SmI2-induced nitrone $\beta$-elimination/aldol-type reaction.
- Type de publication
- Article de revue
- Année de publication
- 2009
- Auteurs
- Racine, Emilie, and Py Sandrine
- Revue
- Org. Biomol. Chem.
- Volume
- 7
- Pagination
- 3385–3387
- ISSN
- 1477-0520
- Mots-clés
- amino cyclitol prepn regioselective alkylation carbohydrate nitrone tandem Samarium elimination aldol
- DOI
- 10.1039/b910486k
Soumis le 12 avril 2018