Transition-Metal Controlled Diastereodivergent Radical Cyclization/Azidation Cascade of 1,7-Enynes

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• 作者：Yingying Zhao ; Yancheng Hu ; Haolong Wang ; Xincheng Li ; Boshun Wan
• 刊名：Journal of Organic Chemistry
• 出版年：2016
• 出版时间：May 20, 2016
• 年：2016
• 卷：81
• 期：10
• 页码：4412-4420
• 全文大小：562K
• 年卷期：0
• ISSN：1520-6904

文摘

A strategy for achieving diastereodivergent azidations of enynes has been developed, employing azide transfer from the M–N₃ complex to alkyl radicals. Following this concept, the diastereoselectivity has been switched by modulating the transition metals and the ligands. The Mn(III)-mediated radical cyclization/azidation cascade of 1,7-enynes afforded trans-fused pyrrolo[3,4-c]quinolinones, whereas the Cu(II)/bipyridine system gave cis-products.