Asymmetric Synthesis of Diverse Glycolic Acid Scaffolds via Dynamic Kinetic Resolution of 伪-Keto Esters
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- 作者：Kimberly M. Steward ; Michael T. Corbett ; C. Guy Goodman ; Jeffrey S. Johnson
- 刊名：The Journal of the American Chemical Society
- 出版年：2012
- 出版时间：December 12, 2012
- 年：2012
- 卷：134
- 期：49
- 页码：20197-20206
- 全文大小：599K
- 年卷期：v.134,no.49(December 12, 2012)
- ISSN：1520-5126
文摘
The dynamic kinetic resolution of 伪-keto esters via asymmetric transfer hydrogenation has been developed as a technique for the highly stereoselective construction of structurally diverse 尾-substituted-伪-hydroxy carboxylic acid derivatives. Through the development of a privileged m-terphenylsulfonamide for (arene)RuCl(monosulfonamide) complexes with a high affinity for selective 伪-keto ester reduction, excellent levels of chemo-, diastereo-, and enantiocontrol can be realized in the reduction of 尾-aryl- and 尾-chloro-伪-keto esters.