Tetrahedron

Enantioselective organocatalyzed cascade reactions to highly functionalized quinolizidines

…, X Wu, H Fang, L Nie, J Chen, H Deng, W Cao, G Zhao

Index: Dai, Xiaoyang; Wu, Xiaoyu; Fang, Huihui; Nie, Linlin; Chen, Jie; Deng, Hongmei; Cao, Weiguo; Zhao, Gang Tetrahedron, 2011 , vol. 67, # 17 p. 3034 - 3040

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Citation Number: 29

Abstract

Abstract An organocatalyzed one-pot Michael addition-Pictet–Spengler sequence of β- ketoamides and α, β-unsaturated aldehydes was developed, which provided access to highly substituted indolo [2, 3-α] quinolizidines and benzo [α] quinolizidines in moderate to good yields and good to excellent enantioselectivities. For aromatic α, β-unsaturated aldehydes 1a–j products 10a–r containing a stable enol configuration were obtained.