Enantioselective reduction of ketoxime ethers with borane–oxazaborolidines and synthesis of the key intermediate leading to (S)-rivastigmine

…, MJ Bosiak, MP Krzeminski, M Zaidlewicz

文献索引：Pakulski, Marcin M.; Mahato, Sanjit K.; Bosiak, Mariusz J.; Krzeminski, Marek P.; Zaidlewicz, Marek Tetrahedron Asymmetry, 2012 , vol. 23, # 9 p. 716 - 721

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被引用次数: 11

摘要

The reduction of representative alkyl aryl (E)-ketoxime O-benzyl ethers with borane catalyzed by terpene oxazaborolidines, derived from (1R)-nopinone and (1R)-camphor, gave the corresponding amines with 82–99% ee. Oxazaborolidines derived from (1S)-2- carene and (1S)-3-carene were less selective.(S)-1-(3-Methoxyphenyl) ethanamine (94% ee) the key intermediate in the synthesis of (S)-rivastigmine, was obtained by the ...