Highly flexible synthesis of chiral azacycles via iridium-catalyzed hydrogenation

JJ Verendel, T Zhou, JQ Li, A Paptchikhine…

Index: Verendel, J. Johan; Zhou, Taigang; Li, Jia-Qi; Paptchikhine, Alexander; Lebedev, Oleg; Andersson, Pher G. Journal of the American Chemical Society, 2010 , vol. 132, # 26 p. 8880 - 8881

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Citation Number: 49

Abstract

A range of saturated chiral azacycles has been prepared in high yield and with high selectivity from simple starting materials. A modular approach with ring-closing metathesis as a key step was used to produce a number of five-, six-, and seven-membered cyclic alkenes. Asymmetric hydrogenation catalyzed by N, P-ligated iridium complexes gave saturated azacycles in high optical purity. This methodology was demonstrated in the ...