Transannular Reductive Rearrangement of 伪-Amino Ketones: Construction of Aza-tricyclic Frameworks of Several Alkaloids

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• 作者：Jian Zhang ; Yong-Qiang Wang ; Xin-Wei Wang ; Wei-Dong Z. Li
• 刊名：The Journal of Organic Chemistry
• 出版年：2013
• 出版时间：June 21, 2013
• 年：2013
• 卷：78
• 期：12
• 页码：6154-6162
• 全文大小：439K
• 年卷期：v.78,no.12(June 21, 2013)
• ISSN：1520-6904

文摘

Transannular reductive rearrangement of bridged cyclic 伪-amino ketones led to the aza-tricyclic frameworks azepinoindole, hydrolulolidine, and hydrojulolidine of the typical alkaloids of Stemona, Aspidosperma, and Lycopodium, respectively. This facile approach demonstrates the potential applicability of the Clemmensen鈥揅lemo鈥揚relog鈥揕eonard reductive rearrangement of tricyclic 伪-amino ketones for the aza-heterocycle synthesis.