Tetrahedron: Asymmetry

The natural alkaloid isoanabasine: synthesis from 2, 3′-bipyridine, efficient resolution with BINOL, and assignment of absolute configuration by Mosher's method

CQ Kang, YQ Cheng, HQ Guo, XP Qiu, LX Gao

文献索引：Kang, Chuan-Qing; Cheng, Yan-Qin; Guo, Hai-Quan; Qiu, Xue-Peng; Gao, Lian-Xun Tetrahedron Asymmetry, 2005 , vol. 16, # 12 p. 2141 - 2147

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被引用次数: 13

摘要

A highly efficient and practical resolution of racemic 1-benzylisoanabasine, which was synthesized by reduction of the benzyl salt of 2, 3′-bipyridine, has been achieved through molecular complexation with (R)-BINOL or (S)-BINOL to afford pure enantiomers (100% ee). The two enantiomers of the natural alkaloid isoanabasine have been obtained by debenzylation of the corresponding enantiomeric 1-benzylisoanabasine. Using Mosher's ...