Carbolithiation of cinnamyl methyl ethers and 2-cinnamyl-2-methyl-1,3- dioxolane: High diastereoselectivity after electrophilic substitution

Article abstract of DOI:10.1016/S0040-4020(99)00018-6

The carbolithiation of cinnamyl methyl ether 4 with tert-butyllithium, benzyllithium, and allyllithium is achieved in good yields. Consecutive treatment with electrophiles yields in all three cases a good diastereoselectivity thus confirming earlier resul