作者:Fen-Er Chen、Feng Li、Zhong-Hua Wang、Lei Zhao
DOI:10.1055/s-0031-1289858
日期:2011.12
A facile and efficient enantioselective synthesis of florfenicol starting from commercially available 4-methylthiobenzaldehyde is described. Key features of the synthesis include a one-step oxidation of allyl and thioether groups in allylic alcohol to form (2S,3S)-epoxide under Sharpless epoxidation conditions and a highly efficient conversion of (1R,2R)-azide into amino alcohol via debenzylation
描述了从可商购的4-甲基硫代苯甲醛开始的氟苯尼考的简便有效的对映选择性合成。合成的关键特征包括在Sharpless环氧化条件下,将烯丙基醇中的烯丙基和硫醚基团一步氧化为(2 S,3 S)-环氧化合物,以及将(1 R,2 R)-叠氮化物高效转化为一锅操作中通过脱苄基化和叠氮基部分的还原得到氨基醇。 氟苯尼考-尖锐的不对称环氧化-一锅法-S N 2亲核取代-氟化