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Regiodivergent Addition of Phenols to Allylic Oxides: Control of 1,2‐ and 1,4‐Additions for Cyclitol Synthesis
Authors:Matthew J Moschitto  David N Vaccarello  Prof Dr Chad A Lewis
Institution:Department of Chemistry and Chemical Biology, Cornell University, 259 East Ave., Ithaca, NY 14853 (USA)
Abstract: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.
Keywords:carbasugars  homogeneous catalysis  palladium  regiodivergence  synthetic methods
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