High-Yielding Synthesis of the Anti-Influenza Neuramidase Inhibitor (-)-Oseltamivir by Three "One-Pot" Operations

被引:342
作者
Ishikawa, Hayato [1 ]
Suzuki, Takaki [1 ]
Hayashi, Yujiro [1 ,2 ]
机构
[1] Tokyo Univ Sci, Dept Ind Engn, Fac Engn, Shinjyuku Ku, Tokyo 1628601, Japan
[2] Tokyo Univ Sci, Sci & Technol Res Inst, Tokyo 1628601, Japan
关键词
antiviral agents; domino reactions; organocatalysis; oseltamivir; Tamiflu; DIPHENYLPROLINOL SILYL ETHER; ASYMMETRIC MICHAEL REACTION; OSELTAMIVIR; TAMIFLU; PHOSPHATE; CATALYST; ALDEHYDES; FUNCTIONALIZATION; ORGANOCATALYSIS; ACETALDEHYDE;
D O I
10.1002/anie.200804883
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Taking shortcuts: A remarkably short and high-yielding asymmetric total synthesis of (-)-oseltamivir takes advantage of organocatalysis and single-pot domino operations. The target, known as the drug Tamiflu, is prepared efficiently in a short time, and also its derivatives can be synthesized effectively. © 2009 Wiley-VCH Verleg GmbH & Co. KGaA.
引用
收藏
页码:1304 / 1307
页数:4
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