A concise synthesis of (-)-oseltamivir

被引:100
|
作者
Trost, Barry M. [1 ]
Zhang, Ting [1 ]
机构
[1] Stanford Univ, Dept Chem, Stanford, CA 94305 USA
关键词
aziridination; lactones; palladium; rhodium; total synthesis;
D O I
10.1002/anie.200800282
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical Equation Presented) Tackling the supply problem: A short and efficient synthesis of (-)-oseltamivir has been developed which requires eight steps from commercially available starting materialand proceeds with an overall yield of 30%. Key transformations include a novel palladium-catalyzed asymmetric allylic alkylation reaction (Pd-AAA, see scheme) as well as a chemo-, regio-, and stereoselective aziridination reaction. Phth=phthaloyl. © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:3759 / 3761
页数:3
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