Stereoselective Synthesis of Diazabicyclic β-Lactams through Intramolecular Amination of Unactivated C(sp3)–H Bonds of Carboxamides by Palladium Catalysis
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- 作者：Shi-Jin Zhang ; Wen-Wu Sun ; Pei Cao ; Xiao-Ping Dong ; Ji-Kai Liu ; Bin Wu
- 刊名：Journal of Organic Chemistry
- 出版年：2016
- 出版时间：February 5, 2016
- 年：2016
- 卷：81
- 期：3
- 页码：956-968
- 全文大小：769K
- ISSN：1520-6904
文摘
An efficient C(sp3)–H bond activation and intramolecular amination reaction via palladium catalysis at the β-position of carboxyamides to make β-lactams was described. The investigation of the substrate scope showed that the current reaction conditions favored activation of the β-methylene group. Short sequences were developed for preparation of various diazabicyclic β-lactam compounds with this method as the key step from chiral proline and piperidine derivatives.