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The iso-Nazarov reaction
Organic & Biomolecular Chemistry ( IF 2.9 ) Pub Date : 2017-10-23 00:00:00 , DOI: 10.1039/c7ob02220d
Martín J. Riveira 1, 2, 3, 4, 5 , Lucía A. Marsili 1, 2, 3, 4, 5 , Mirta P. Mischne 1, 2, 3, 4, 5
Affiliation  

The construction of five-membered rings is essential in organic chemistry. In this context, pentannulation reactions that provide a straightforward access to cyclopentenones are of particular interest, as these structures are not only embedded in important molecules such as some prostaglandins, but also serve as versatile building blocks in organic synthesis. This review documents the acid-promoted cycloisomerization of conjugated dienals and linearly-conjugated dienones for the construction of cyclopentenones, a transformation that has been largely eclipsed by the well-known Nazarov reaction, i.e. the acid-promoted cycloisomerization of cross-conjugated ketones.

中文翻译:

iso-Nazarov反应

五元环的结构在有机化学中至关重要。在这种情况下,提供直接接触环戊烯酮的五环反应特别令人关注,因为这些结构不仅嵌入在重要分子(例如一些前列腺素)中,而且还用作有机合成中的通用构建基块。该综述记录了共轭二烯醛和线性共轭二烯酮的酸促进的环异构化,用于环戊烯酮的构建,这种转化已被众所周知的纳扎罗夫反应大大掩盖,交联酮的酸促进的环异构化。
更新日期:2017-11-15
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