Iron(II) Halide Promoted Cyclization of Cyclic 2-Enynamides: Stereoselective Synthesis of Halogenated Bicyclic γ-Lactams

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• 作者：Ming-Chang P. Yeh ; Yuan-Shin Shiue ; Hsin-Hui Lin ; Tzu-Yu Yu ; Ting-Chia Hu ; Jia-Jyun Hong
• 刊名：Organic Letters
• 出版年：2016
• 出版时间：May 20, 2016
• 年：2016
• 卷：18
• 期：10
• 页码：2407-2410
• 全文大小：346K
• 年卷期：0
• ISSN：1523-7052

文摘

A simple and mild process was developed for the highly stereoselective synthesis of halogenated bicyclic [4.3.0] and [3.3.0] γ-lactams, possessing four stereocenters, from easily available cyclic 2-enynamides. The reaction required only an inexpensive iron(II) halide under dry air and was tolerant of aryl, heteroaryl, and alkyl groups at the alkyne terminus.