A short enantioselective synthesis of (−)-chloramphenicol and (+)-thiamphenicol using tethered aminohydroxylation |
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| Authors: | Shyla George |
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| Affiliation: | Chemical Engineering and Process Development Division, National Chemical Laboratory, Pashan Road, Pune 411 008, India |
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| Abstract: | 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. |
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| Keywords: | Asymmetric synthesis Asymmetric epoxidation Kinetic resolution Tethered aminohydroxylation |
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