The stereoselective isomerization of allyl silyl ethers to ( E )- or ( Z )-silyl enol ethers was carried out in the presence of a cationic iridium(I) catalyst. The complex, prepared in situ by treating [Ir(cod) 2 ]PF 6 /2PPr 3 with hydrogen, was found to be an excellent catalyst for the isomerization of primary and secondary allyl ethers in high yields. The primary allyl silyl ethers produced (E) -enol ethers and the secondary allyl ethers afforded ( Z )-enol ethers with high stereoselectivity, often exceeding 99%.
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Ohmura et al. (1998) studied this question.
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