RuHCl(CO)(PPh3)3-Catalyzed Isomerization of Homoallyl Silyl Ethers and Carbonates to Allyl Silyl Ethers and Carbonates

The selective olefin isomerization of homoallyl silyl ethers and carbonates was studied using RuHCl(CO)(PPh3)(3) as a catalyst. While an aryl or alkyl substituent at the a-position to the oxygen atom caused the selective conversion to allyl silyl ethers, no substituent at the a-position resulted in the isomerization to enol silyl ethers. In contrast, the isomerization of homoallyl carbonates gave the corresponding allyl carbonates selectively regardless of the substituent at a-position.

Automated summary

The selective olefin isomerization of homoallyl silyl ethers and carbonates was investigated by utilizing RuHCl(CO)(PPh3)(3) as the catalyst. It was found that the presence of an aryl or alkyl substituent at the α-position to the oxygen atom led to selective conversion to allyl silyl ethers, while no substituent at the α-position resulted in isomerization to enol silyl ethers. In contrast, the isomerization of homoallyl carbonates gave the corresponding allyl carbonates selectively regardless of the substituent at the α-position.