超越二乙烯基酮：戊二烯基阳离子中间体生成及纳扎罗夫环化反应的创新进展
Beyond the Divinyl Ketone: Innovations in the Generation and Nazarov Cyclization of Pentadienyl Cation Intermediates.
作者信息
Spencer William T, Vaidya Tulaza, Frontier Alison J
机构信息
Department of Chemistry, University of Rochester, RC Box 270216, Rochester, NY 14627.
Department of Chemistry and Chemical Biology, Cornell University Baker Laboratory Ithaca, NY 14853.
出版信息
European J Org Chem. 2013 Jun 1;2013(18). doi: 10.1002/ejoc.201300134.
Abstract
The requirement for new strategies for synthesizing five-membered carbocycles has driven an expansion in the study of the Nazarov cyclization. This renewed interest in the reaction has led to the discovery of several interesting new methods for generating the pentadienyl cation intermediate central to the cyclization. Methods reviewed include carbon-heteroatom ionization, functionalization of a double bond, nucleophilic addition, or electrocyclic ring opening. Additional variations employ unconventional substrates to produce novel pentacycles, such as the iso- and imino-Nazarov. Herein, we provide an overview of these unconventional, yet highly useful versions of the Nazarov cyclization.
摘要
对合成五元碳环新策略的需求推动了纳扎罗夫环化反应研究的扩展。对该反应重新燃起的兴趣促使人们发现了几种生成环化反应核心的戊二烯基阳离子中间体的有趣新方法。所综述的方法包括碳 - 杂原子电离、双键官能化、亲核加成或电环化开环。其他变体采用非常规底物来生成新型五环，如异 - 纳扎罗夫和亚氨基 - 纳扎罗夫反应。在此，我们概述了这些非常规但非常有用的纳扎罗夫环化反应变体。
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