Endo-Selective Pd-Catalyzed Silyl Methyl Heck Reaction

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Endo-Selective Pd-Catalyzed Silyl Methyl Heck Reaction

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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ژورنال

عنوان ژورنال: Journal of the American Chemical Society

سال: 2014

ISSN: 0002-7863,1520-5126

DOI: 10.1021/ja5104525