Rapid Identification of a Scalable Catalyst for the Asymmetric Hydrogenation of a Sterically Demanding Aryl Enamide
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- 作者：Laurent Lefort ; Jeroen A. F. Boogers ; Thijs Kuilman ; Robert Jan Vijn ; John Janssen ; Harrie Straatman ; Johannes G. de Vries ; Andr H. M. de Vries
- 刊名：Organic Process Research & Development
- 出版年：2010
- 出版时间：May 21, 2010
- 年：2010
- 卷：14
- 期：3
- 页码：568-573
- 全文大小：358K
- 年卷期：v.14,no.3(May 21, 2010)
- ISSN：1520-586X
文摘
High throughput screening was used to find a cost-effective and scalable catalyst for the asymmetric hydrogenation of a sterically demanding enamide as an intermediate towards a new potent melanocortin receptor agonist useful in the treatment of obesity. Lessons drawn from the testing of a first library of 96 chiral monodentate phosphoramidites led to the design of a second focused library of 16 chiral ligands, allowing the discovery of a new efficient catalyst. This catalyst was based on rhodium and a bulky monodentate phosphite ligand. The catalyst was scaled up and used in the kilogram production of the desired bulky chiral amide.