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Synthesis Of (S)-7-amino-5-azaspiro[2.4]heptane Via Highly Enantioselective Hydrogenation Of Protected Ethyl 1-(2-aminoaceto)cyclopropanecarboxylates.

Ying Yao, W. Fan, W. Li, X. Ma, Lvfeng Zhu, Xiaomin Xie, Z. Zhang
Published 2011 · Chemistry, Medicine

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Highly effective asymmetric hydrogenation of protected ethyl 1-(2-aminoaceto)cyclopropane carboxylates in the presence of [RuCl(benzene)(S)-SunPhos]Cl was realized, and high enantioselectivities (up to 98.7% ee) were obtained. This asymmetric hydrogenation provides a key intermediate for the enantioselective synthesis of (S)-7-amino-5-azaspiro[2.4]heptane moiety of quinolone antibacterial agents.
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