Nitrogen Inversion as a Diastereomeric Relay in Azasugar Synthesis: The First Synthesis of Adenophorine.

Abstract

Carbohydrates Carbohydrates U 0500 Nitrogen Inversion as a Diastereomeric Relay in Azasugar Synthesis: The First Synthesis of Adenophorine. -The total synthesis of (-)-adenophorine (I) is achieved exploiting the configurational dynamics at the nitrogen in azasugar chloramines. -(MAUGHAN, M. A. T.; DAVIES, I. G.; CLARIDGE, T. D. W.; COURTNEY, S.; HAY, P.; DAVIS*, B. G.; Angew. Chem., Int. Ed. 42 (2003) 32, 3788-3792; Dyson Perrins Lab., Dep. Chem., Univ. Oxford, Oxford OX1 3QY, UK; Eng.) -M. Paetzel 51-178