An Approach to the Welwistatin Core via a Diazoketone Rearrangement-Ring Expansion Strategy.

Org Lett

Department of Chemistry and State Key Laboratory of Synthetic Chemistry, The University of Hong Kong, Pokfulam Road, Hong Kong, P. R. China.

Published: September 2017

The rhodium-catalyzed decomposition of fused bicyclic α-diazo-β-hydroxyketone 16 and rearrangement to 17 is featured in an approach to the bridged bicyclic core of welwistatin. The bicyclic [4.3.1] core of 25 is furnished from a subsequent cyclopropanation to generate 23, followed by its ring expansion.

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http://dx.doi.org/10.1021/acs.orglett.7b01988DOI Listing

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