Welwitindolinone C synthetic studies. Construction of the welwitindolinone carbon skeleton via a transannular nitrone cycloaddition

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• 作者：David B. Freeman ; Alex ; ra A. Holubec ; Matthew W. Weiss ; Julie A. Dixon ; Akio Kakefuda ; Masami Ohtsuka ; Munenori Inoue ; Rishi G. Vaswani ; Hidenori Ohki ; Brian D. Doan ; Sarah E. Reisman ; Brian M. Stoltz
• 关键词：Welwitindolinone ; [3+2] Dipolar cycloaddition ; Rhodium carbenoid ; O– ; H insertion ; Chloronium-ion semi-pinacol
• 刊名：Tetrahedron
• 出版年：2010
• 出版时间：14 August 2010
• 年：2010
• 卷：66
• 期：33
• 页码：6647-6655
• 全文大小：895 K

文摘

Described is the construction of the N-methylwelwitindolinone C core via an efficient strategy that employs a sequential rhodium carbenoid-mediated O–H insertion, Claisen rearrangement and transannular [3+2] nitrone cycloaddition.