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An efficient enantioselective synthesis of florfenicol via asymmetric aziridination |
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| Authors: | Zhonghua WangFeng Li Lei ZhaoQiuqin He Fener Chen Chen Zheng |
| Affiliation: | a Department of Chemistry, Fudan University, 220 Handan Road, 200433 Shanghai, PR China b Institute of Biomedical Science, Fudan University, 305 Fenglin Road, 200031 Shanghai, PR China |
| Abstract: | An efficient enantioselective synthesis of florfenicol is accomplished in 44.7% overall yield from commercially available p-(methylsulfonyl)benzaldehyde. Key features of this synthesis are the asymmetric aziridination reaction mediated by the Wulff’s catalyst in situ derived from (R)-VANOL and diastereoselectively ring-opening of (2S,3S)-fluoroaziridine 13. |
| Keywords: | Asymmetric aziridination Aziridine Florfenicol Middleton fluorination VANOL |
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