Synthesis of tertiary α-hydroxy acids by silylene transfer to α-keto esters

被引:29
作者
Howard, Brett E. [1 ]
Woerpel, K. A. [1 ]
机构
[1] Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA
关键词
D O I
10.1021/ol702148x
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
alpha-Keto esters can be converted into alpha-hydroxy acids in a single flask involving metal-catalyzed silylene transfer, 6 pi-electrocyclization, Ireland-Claisen rearrangement, and hydrolysis. This reaction sequence is stereoselective and tolerates alkyl- and aryl-substituted a-keto ester substrates as well as an alpha-imino ester.
引用
收藏
页码:4651 / 4653
页数:3
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