Catalytic Asymmetric Synthesis of Dihydropyrido[1,2-a]indoles from Nitrones and Allenoates

详细信息    查看全文

• 作者：Wiktoria H. Pace ; Dr. Dong-Liang Mo ; Tyler W. Reidl ; Dr. Donald J. Wink and Prof. Laura L. Anderson
• 刊名：Angewandte Chemie International Edition
• 出版年：2016
• 出版时间：August 1, 2016
• 年：2016
• 卷：55
• 期：32
• 页码：9183-9186
• 全文大小：736K
• ISSN：1521-3773

文摘

An asymmetric method for the synthesis of dihydropyrido[1,2-a]indoles from mixtures of nitrones and allenoates has been developed. This transformation showcases the use of squaramide catalysis in a complicated cascade system that has been shown to be highly sensitive to reaction conditions and substituent effects. The new method provides access to enantiomerically enriched dihydropyridoindoles from modular, non-indole reagents. The optimization and scope of the new transformation is discussed in addition to initial mechanistic experiments that indicate the role of the catalyst.