Silver(I)-Catalyzed Ring-Contractive Rearrangement: A New Entry to 5-Alkylidene-2-cyclopentenones
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- 作者：Liang Zhao ; Jinlian Wang ; Hongyan Zheng ; Yun Li ; Ke Yang ; Bin Cheng ; Xiaojie Jin ; Xiaojun Yao ; Hongbin Zhai
- 刊名：Organic Letters
- 出版年：2014
- 出版时间：December 19, 2014
- 年：2014
- 卷：16
- 期：24
- 页码：6378-6381
- 全文大小：374K
- ISSN：1523-7052
文摘
A novel silver(I)-catalyzed ring-contractive rearrangement of 5-substituted 6-diazo-2-cyclohexenones has been developed, providing a new and efficient access to 5-alkylidene-2-cyclopentenones. The AgOTf-catalyzed reaction proceeds through metal鈥揷arbenoid formation followed by endocyclic allyl [1,2] migration with excellent stereoselectivity and broad substrate scope.