P-Spiroheterocyclics

P-Spiroheterocyclics from a-aminocarboxylic adds and 2-chloro-l,3,2-dioxaphospholanes... 

The purpose of this study was to explore the introduction of an OZT moiety onto the specific C-3 site of both l,2 5,6-di-0-isopropylidene-a-D-glucofuranose and 1,2 4,5-di-0-isopropylidene-p-D-fructopyranose, taking advantage of the well-defined frame of both carbohydrate structures to generate all possible OZT-isomers. These spiroheterocyclic structures could be constructed according to a simplified sequence based on a key stereoselective approach from uloses via epoxides or aziridines (Scheme 16). 

Moldoveanu, C. C., Jones, P. G., Mangalagiu, 1.1. (2009). Spiroheterocyclic compounds old stories with new outcomes. Tetrahedron Lett. 50, 7205-7208. 

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