Scalable Synthesis of Enantiopure Bis-3,4-diazaphospholane Ligands for Asymmetric Catalysis
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- 作者：Bradley R. Jones ; M. Leigh Abrams ; Clark R. Landis ; Scott A. May ; Alison N. Campbell ; Joseph R. Martinelli ; Joel R. Calvin
- 刊名：Journal of Organic Chemistry
- 出版年：2016
- 出版时间：December 2, 2016
- 年：2016
- 卷：81
- 期：23
- 页码：11965-11970
- 全文大小：495K
- ISSN：1520-6904
文摘
An optimized route to enantiopure tetra-carboxylic acid and tetra-carboxamide bis(diazaphospholane) ligands that obviates chromatographic purification is presented. This synthesis, which is demonstrated on 15 and 100 g scales, features a scalable classical resolution of tetra-carboxylic acid enantiomers with recycling of the resolving agent. When paired with a rhodium metal center, these bis(diazaphospholane) ligands are highly active and selective in asymmetric hydroformylation applications.