A short enantioselective synthesis of (−)-chloramphenicol and (+)-thiamphenicol using tethered aminohydroxylation

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• 作者：Shyla George ; Srinivasarao V. Narina and Arumugam Sudalai
• 关键词：Asymmetric synthesis ; Asymmetric epoxidation ; Kinetic resolution ; Tethered aminohydroxylation
• 刊名：Tetrahedron
• 出版年：2006
• 出版时间：23 October 2006
• 年：2006
• 卷：62
• 期：43
• 页码：10202-10207
• 全文大小：183 K

文摘

An efficient enantioselective synthesis of (−)-chloramphenicol (1) and (+)-thiamphenicol (2) is described. These antibiotics have been synthesized from commercially available 4-nitrobenzaldehyde and 4-(methylthio)benzaldehyde, respectively, using tethered aminohydroxylation and Sharpless asymmetric epoxidation as the chirality inducing steps.