Novel Polyhydroxylated Cyclic Nitrones and N-Hydroxypyrrolidines through BCl3-Mediated Deprotection.
A general method to prep. a new class of carbohydrate-derived, enantiomerically pure polyhydroxypyrroline N-oxides, e.g. I, from their alkoxy (protected) derivs. is presented. Boron trichloride is shown to cleave efficiently benzyl ethers and ketals without affecting the imine N-oxide functionality of nitrones. The same reagent (BCl3) also allowed the efficient synthesis of a polyhydroxylated N-hydroxypyrrolidine II, giving access to a novel class of N-hydroxyiminosugars. [on SciFinder(R)]
Références
- Titre
- Novel Polyhydroxylated Cyclic Nitrones and N-Hydroxypyrrolidines through BCl3-Mediated Deprotection.
- Type de publication
- Article de revue
- Année de publication
- 2008
- Auteurs
- Desvergnes, Stephanie, Vallee Yannick., and Py Sandrine
- Revue
- Org. Lett.
- Volume
- 10
- Pagination
- 2967–2970
- ISSN
- 1523-7060
Soumis le 12 avril 2018