A divergent strategy to the withasomnines

Robert S. Foster; Jianhui Huang; Jérôme F. Vivat; Duncan L. Browne; Joseph P. A. Harrity

doi:10.1039/B910632D

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Organic & Biomolecular Chemistry

Issue 19, 2009

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A divergent strategy to the withasomnines

Robert S. Foster , Jianhui Huang , Jérôme F. Vivat , Duncan L. Browne and Joseph P. A. Harrity

Org. Biomol. Chem., 2009, 7, 4052-4056

DOI: 10.1039/B910632D
Received 29 May 2009, Accepted 22 Jun 2009
First published on the web 27 Jul 2009

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Abstract
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A concise synthesis of three members of the withasomnine family of natural products is reported. The synthesis features a regioselective sydnone–alkynylboronate cycloaddition followed by Suzuki cross coupling and silyl group removal, and marks the first divergent approach to this family of pyrazole based natural products.

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¹H and ¹³C NMR spectra of compounds 1–3, 6–9; ¹H spectrum of pyrazole isolates from cycloaddition ofsydnone 4 and alkyne 10
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Robert S. Foster
Jianhui Huang
Jérôme F. Vivat
Duncan L. Browne
Joseph P. A. Harrity

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Organic & Biomolecular Chemistry

A divergent strategy to the withasomnines

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