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Published February 27, 2004 | Supplemental Material
Journal Article Open

A Mild and Efficient Synthesis of Oxindoles: Progress Towards the Synthesis of Welwitindolinone A Isonitrile

Abstract

The complete carbon skeleton of welwitindolinone A isonitrile has been prepared by using a [2+2] cycloaddition to establish the bicyclo[4.2.0]octane core and a SmI2-mediated intramolecular reductive cyclization between an enone and an aryl isocyanate to stereoselectively install the spiro-oxindole (see scheme; DBU=1,8-diazabicyclo[5.4.0]undec-7-ene).

Additional Information

© 2004 WILEY-VCH Verlag GmbH & Co. Issue online: 25 Feb 2004. Version of Record online: 11 Feb 2004. Manuscript Received: 10 Nov 2003. We gratefully acknowledge financial support from Yamanouchi, Merck, Pfizer, and Amgen. J.M.R. is the recipient of an NIH postdoctoral fellowship. K.R. thanks Sankyo Co., LTD.; M.H. thanks Daiso Co., LTD., M.M.W. thanks Bristol Myers Squibb for a graduate fellowship.

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August 19, 2023
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