Tetrahedron Letters

Enantioselective syntheses and X-ray structures of (S)-and (R)-N-norlaudanidine: trace opium constituents

AL Zein, OO Dakhil, LN Dawe, PE Georghiou

文献索引：Zein, Ahmed L.; Dakhil, Otman O.; Dawe, Louise N.; Georghiou, Paris E. Tetrahedron Letters, 2010 , vol. 51, # 1 p. 177 - 180

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被引用次数: 11

摘要

The enantioselective synthesis of each of the enantiomers of N-norlaudanidine, a minor Papaver somniferum opium benzyltetrahydoisoquinoline alkaloid is described. This was achieved using a chiral auxiliary-mediated Bischler–Napieralski cyclization-sodium borohydride reduction strategy. The X-ray crystal structures of each of these secondary amines are reported.