Tandem oxidation processes for the preparation of functionalized cyclopropanes.
[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.
Oswald
Magalie F
MF
Department of Chemistry, University of York, Heslington, York YO10 5DD, UK.
Raw
Steven A
SA
Taylor
Richard J K
RJ