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Tandem oxidation processes for the preparation of functionalized cyclopropanes. | LitMetric

Tandem oxidation processes for the preparation of functionalized cyclopropanes.

Org Lett

Department of Chemistry, University of York, Heslington, York YO10 5DD, UK.

Published: October 2004

[reaction: see text] A novel manganese dioxide-mediated tandem oxidation process (TOP) has been developed which allows the direct conversion of allylic alcohols into cyclopropanes, the intermediate aldehydes being trapped in situ with a stabilized sulfur-ylide. This methodology has been applied successfully to a variety of allylic alcohols and to a formal synthesis of the simple, naturally occurring lignan, (+/-)-picropodophyllone.

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Source
http://dx.doi.org/10.1021/ol0483394DOI Listing

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