Heck Reactions Starting from Silyl Enol Ethers - A Simple One-Pot Nonaflation-Coupling Procedure for the Synthesis of 1,3-Dienes
- 1 October 1997
- journal article
- letter
- Published by Georg Thieme Verlag KG in Synlett
- Vol. 1997 (10) , 1141-1142
- https://doi.org/10.1055/s-1997-976
Abstract
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.Keywords
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