A palladium (Pd)-catalyzed endo-selective Heck reaction of iodomethylsilyl ethers of phenols and aliphatic alkenols has been developed. Mechanistic studies reveal that this silyl methyl Heck reaction operates via a hybrid Pd-radical process and that the silicon atom is crucial for the observed endo selectivity. The obtained allylic silyloxycycles were further oxidized into (Z)-alkenyldiols.
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| http://www.ncbi.nlm.nih.gov/pmc/articles/PMC4291758 | PMC |
| http://dx.doi.org/10.1021/ja5104525 | DOI Listing |
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