Ni-Catalyzed Enantioselective C-Acylation of α-Substituted Lactams
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- 作者：Masaki Hayashi ; Shoshana Bachman ; Satoshi Hashimoto ; Chad C. Eichman ; Brian M. Stoltz
- 刊名：Journal of the American Chemical Society
- 出版年：2016
- 出版时间：July 27, 2016
- 年：2016
- 卷：138
- 期：29
- 页码：8997-9000
- 全文大小：438K
- 年卷期：0
- ISSN：1520-5126
文摘
A new strategy for catalytic enantioselective C-acylation to generate α-quaternary-substituted lactams is reported. Ni-catalyzed three-component coupling of lactam enolates, benzonitriles, and aryl halides produces β-imino lactams that then afford β-keto lactams by acid hydrolysis. Use of a readily available Mandyphos-type ligand and addition of LiBr enable the construction of quaternary stereocenters on α-substituted lactams to form β-keto lactams in up to 94% ee.