Alkylsilver(I) induced 1,5-substitution in functionally conjugated enynes. a novel route to cumulated trienes

Abstract

Functionally conjugated enynes, H2C=C(R1)---CC---CR2R3OS(O)Me, undergo 1,5-substitution with alkylsilver(I) reagents, RAGG 3 LiBr. The purity of the produced alkylated butatrienes, RCH2---C(R1)=C=C=CR2R3 depends on the nature of R in RAg 3 LiBr and on the substituents R1, R2 and R3 in the substrate.