Enantioselective Hydrophosphonylation of in Situ Generated N-Acyl Ketimines Catalyzed by BINOL-Derived Phosphoric Acid
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- 作者：Arun Suneja ; Rajshekhar A. Unhale ; Vinod K. Singh
- 刊名：Organic Letters
- 出版年：2017
- 出版时间：February 3, 2017
- 年：2017
- 卷：19
- 期：3
- 页码：476-479
- 全文大小：446K
- ISSN：1523-7052
文摘
An efficient route to pharmacologically interesting isoindolinone-based α-amino phosphonates is described via asymmetric hydrophosphonylation of in situ generated ketimines catalyzed by BINOL-derived phosphoric acid. The reaction proceeds smoothly at ambient temperature affording a variety of α-amino phosphonates with a quaternary stereogenic center embedded in isoindolinone motif in high yields with excellent enantiomeric ratios (up to 98.5:1.5 er). Several interesting transformations of the products into valuable synthetic intermediates are also depicted.