Enantioselective Synthesis of 尾-Aryloxycarboxylic Esters via Asymmetric Hydrogenation of 尾-Aryloxy-伪,尾-Unsaturated Esters
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- 作者：Gavin W. Stewart ; Michael Shevlin ; Adam D. Gammack Yamagata ; Andrew W. Gibson ; Stephen P. Keen ; Jeremy P. Scott
- 刊名：Organic Letters
- 出版年：2012
- 出版时间：November 2, 2012
- 年：2012
- 卷：14
- 期：21
- 页码：5440-5443
- 全文大小：244K
- 年卷期：v.14,no.21(November 2, 2012)
- ISSN：1523-7052
文摘
A novel synthesis of 尾-aryloxycarboxylic esters via asymmetric hydrogenation of the corresponding 尾-aryloxy-伪,尾-unsaturated esters has been demonstrated. Bis(norbornadiene)rhodium(I) tetrafluoroborate (1 mol %) and Walphos W008-1 were used to generate the saturated products with high enantioselectivity and in high yield. The tolerability of the reaction to a diverse range of substituents on the aromatic ring was also explored.