A study in indol-2-yl carbinol chemistry and the application for the total synthesis of mersicarpine

作者: Xue Zhong , Shuai Qi , You Li , Jing Zhang , Fu-She Han

DOI: 10.1016/J.TET.2014.07.095

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摘要: Abstract We present an efficient protocol for the Lewis acid-catalyzed reaction of indol-2-yl carbinols with various π-nucleophiles including heteroarenes such as indole, pyrrole, furan, well silyl vinyl ethers. Most importantly, precise use this enabled us to establish a very concise and practical route total synthesis (±)-mersicarpine in eight linear steps ca. 14% overall yield from commercially available indole succinic anhydride. Moreover, method developed herein would be broadly applicable diverse number structurally intriguing alkaloids biologically interesting hetero-triarylmethanes.

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