All articles of this category Starting from silyl enol ether 4 the corresponding alkenylnonaflate 5 was generated by treatment with nonafluorobutanesulfonyl fluoride (NfF) and a catalytic amount of tetra- n -butyl-ammonium fluoride (TBAF). By Pd-catalysis 5 was directly Heck-coupled with a variety of olefins to furnish functionalized 1,3-dienes 6 - 12. This one-pot procedure could be extended to other silyl enol ethers and provides new synthetic options. silyl enol ethers - nonaflates - Heck reaction - palladium catalysis - 1,3-dienes
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Webel et al. (1997) studied this question.