Synthesis and use of α-silyl-substituted α-hydroxyacetic acids
Synthesis and use of α-silyl-substituted α-hydroxyacetic acids
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DOI：
10.1021/ol025911n
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发表时间：
2002-06-27
期刊：
影响因子：
5.2
通讯作者：
Wagner, C
中科院分区：
文献类型：
--
作者：
Bolm, C;Kasyan, A;Wagner, C
采用铑催化氧转移法制备了2-sifyi-2-氧乙酸苄酯，收率较高。这些化合物的氢化反应产生手性-硅基取代的a-羟基乙酸。采用手性固定相的高效液相色谱分离得到了该类化合物的对映体纯度代表，成功地将其作为手性配体应用于不对称醛缩型反应中。
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.