Selective reaction of π-allyl(alkyloxy)palladium(II) complexes toward β-decarbopalladation, β-dehydropalladation, and reductive elimination

Article abstract of DOI:10.1016/S0040-4039(98)01865-6

Depending on the kind of R¹ and R², cyclic carbonates 1, in the presence of 10 mol% of Pd(PPh₃)₄ and 10 equiv of paraformaldehyde, selectively undergo three types of reaction: 1 (R¹, R² ≠ H) give dienes 3 exclusively; 1 (R¹ = R² = H and R¹ ≠H, R² = H) furnish 6-vinyl-1,3- dioxanes 5 exclusively, while 1 (R¹ = H, R² ≠ H) give rise to 4-pentenyl formates 4 selectively (together with 3 as the minor products).