Tetrahedron

Lewis acid catalyzed formation of 3-amino-3-carboxy-tetrahydroquinoline derivatives via tandem 1, 5-hydride transfer/cyclization process

WY Han, J Zuo, ZJ Wu, XM Zhang, WC Yuan

Index: Han, Wen-Yong; Zuo, Jian; Wu, Zhi-Jun; Zhang, Xiao-Mei; Yuan, Wei-Cheng Tetrahedron, 2013 , vol. 69, # 34 p. 7019 - 7025

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Citation Number: 6

Abstract

Abstract A Sc (OTf) 3-catalyzed intramolecular tandem 1, 5-hydride transfer/cyclization process to construct 3-amino-3-carboxy-tetrahydroquinoline derivatives has been developed. The methodology gives access to a range of relatively complex tetrahydroquinolines (tetracyclic and pentacyclic heterocycles bearing spirocyclic skeleton and two stereogenic centers) in good to excellent yields with diastereoselectivities ranging ...

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