STEREOSELECTIVE SYNTHESIS OF β-AMINO ACIDS BY ALDOL-TYPE ADDITION

被引:0
|
作者
Benito-Garagorri, David [1 ]
Felzmann, Wolfgang [1 ]
Nerdinger, Sven [1 ]
Hoferl-Prantz, Kathrin [1 ]
机构
[1] Sandoz GmbH, Biochem Str 10, A-6250 Kundl, Austria
关键词
Asymmetric Synthesis; Mukaiyama-Type Aldol Addition; HCV Drug Telaprevir; beta-Amino Acid; ASYMMETRIC-SYNTHESIS; TAXOL;
D O I
10.3987/COM-19-S(F)4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A synthesis of alpha-oxygenated beta-amino acid derivatives using an aldol-type addition is described. Depending on the enol equivalent different oxidation states of the oxygen substituent are accessible, while choosing a chiral imine allows to generate the aldol product in a stereoselective manner. This methodology has been applied to the synthesis of the biologically active compound Telaprevir, used in the traetment of hepatitis C.
引用
收藏
页码:299 / 311
页数:13
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