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

来源：

ORGANIC LETTERS | 2002年 / 4卷 / 13期

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

页码：2265 / 2267

页数：3

共 35 条

[1] Synthesis of optically active α-hydroxy carbonyl compounds by the catalytic, enantioselective oxidation of silyl enol ethers and ketene acetals with (salen)manganese(III) complexes [J].