Syntheses of arnottin I and arnottin II.

J Org Chem

Department of Chemistry and Chemical Biology, Baker Laboratory, Cornell University, Ithaca, New York 14853, United States.

Published: March 2015

Short total syntheses of arnottin I and II were accomplished in 5 and 6 steps, respectively. A sesamol-benzyne cycloaddition with a 3-furyl-benzoate followed by regiospecific lactonization provided rapid, large-scale access to the core of arnottin I. Saponification of arnottin I and hypervalent iodide mediated spirocyclization provided an efficient and direct preparation of racemic arnottin II.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC4453770PMC
http://dx.doi.org/10.1021/acs.joc.5b00107DOI Listing

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