Tactics for the asymmetric preparation of 2-azabicyclo[3.1.0]hexane and 2-azabicyclo[4.1.0]heptane scaffolds.

Two methods are presented for the removal of benzyl-type protecting groups attached to the nitrogen atom of 2-azabicyclo[3.1.0]hexane and 2-azabicyclo[4.1.0]heptane systems. The first, based on the Polonovski reaction, is suitable for [3.1.0] systems. The second relies on an elimination process, starting from derivs. of O-Me phenylglycinol, and is more general in terms of the substrates tolerated. Secondary bicyclic cyclopropylamines, including enantiomerically pure mols., can thus be accessed. These compds. are then ready for further functionalization. [on SciFinder(R)]

Références

Titre
Tactics for the asymmetric preparation of 2-azabicyclo[3.1.0]hexane and 2-azabicyclo[4.1.0]heptane scaffolds.
Type de publication
Article de revue
Année de publication
2011
Revue
Tetrahedron Lett.
Volume
52
Pagination
2501–2504
ISSN
0040-4039
Soumis le 12 avril 2018