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The iodolactone approach to enantiopure oxiranes of constrained chiral cyclic beta-amino acids
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The iodolactone approach to enantiopure oxiranes of constrained chiral cyclic beta-amino acids

Olivier Songis, Claude Didierjean, Jean Martinez et Monique Calmes
Tetrahedron: Asymmetry, Vol.19, pp.2135-2139
09/10/2008

Résumé

A simple and efficient method has been developed for the synthesis of enantiopure epoxide derivatives of some constrained chiral cyclic beta-amino acids via iodolactonization and alkaline de -iodation. Lower stereoselectives were observed when the classical method using mCPBA was used when a bicyclic beta-aminoacid was involved leading to a quasi-inseparable mixture of two epoxides

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