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. 2010 Aug 14;66(33):6647-6655.
doi: 10.1016/j.tet.2010.04.131.

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

David B Freeman  1 , Alexandra 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, Joshua J Day, Ran N Tao, Noah A Dieterich, John L Wood
Affiliations

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

David B Freeman et al. Tetrahedron. .

Abstract

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.

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Figures

Scheme 1
Scheme 1
Retrosynthetic analysis
Scheme 2
Scheme 2
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Scheme 3
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Scheme 11
Scheme 11
See this image and copyright information in PMC

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