Regiodivergent addition of phenols to allylic oxides: control of 1,2- and 1,4-additions for cyclitol synthesis.

Angew Chem Int Ed Engl

Department of Chemistry and Chemical Biology, Cornell University, 259 East Ave., Ithaca, NY 14853 (USA).

Published: February 2015

Control of 1,2- and 1,4-addition of substituted phenols to allylic oxides is achieved by intercepting palladium π-allyl complexes. The interconversion of palladium complexes results in the total synthesis of MK 7607, cyathiformine B type, streptol, and a new cyclitol.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC4347901PMC
http://dx.doi.org/10.1002/anie.201410228DOI Listing

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