Enantioselective Conjugate Additions of “Difficult” Ketones to Nitrodienynes and Tandem Annulations

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• 作者：Teng Liu ; Mingxin Zhou ; Tengrui Yuan ; Binbin Fu ; Xinran Wang ; Fangzhi Peng and Zhihui Shao
• 刊名：Advanced Synthesis & Catalysis
• 出版年：2017
• 出版时间：January 4, 2017
• 年：2017
• 卷：359
• 期：1
• 页码：89-95
• 全文大小：754K
• ISSN：1615-4169

文摘

The first enantioselective conjugate additions of problematic aromatic ketones and acetone to nitrodienynes have been achieved by employing a chiral multifunctional primary amine catalyst recently developed by us. The reactions took place in a 1,4-manner. Furthermore, by utilizing the resulting chiral functionalized 1,3-enynes as a starting point, we have developed unprecedented p-toluenesulfonic acid-catalyzed tandem annulations, which allow the efficient and selective construction of various synthetically useful cyclic 1,5-diketones (R=Ar) and dienones (R=Me).