Synthesis and use of α-silyl-substituted α-hydroxyacetic acids

被引:27
作者
Bolm, C
Kasyan, A
Heider, P
Saladin, S
Drauz, K
Günther, K
Wagner, C
机构
[1] Rhein Westfal TH Aachen, Inst Organ Chem, D-52056 Aachen, Germany
[2] Degussa AG, R&D Management Geschaftsbereichs Feinchemikalien, D-62403 Hanau, Germany
[3] Infracor GmbH, Analyt Tech Serv, D-62403 Hanau, Germany
[4] Univ Halle Wittenberg, Inst Inorgan Chem, D-06120 Halle Saale, Germany
关键词
D O I
10.1021/ol025911n
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Rhodium-catalyzed oxygen transfer was used to generate benzyl 2-sifyi-2-oxoacetates in good yields. The hydrogenation of these compounds led to chiral alpha-silyl-substituted a-hydroxyacetic acids. Resolution by means of HPLC using a chiral stationary phase afforded an enantiomerically pure representative of this class of compounds, which was successfully applied as a chiral ligand in an asymmetric aldol-type reaction.
引用
收藏
页码:2265 / 2267
页数:3
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