Scheme 5. Reactions of Alkenyl Triflates Bearing Internal Alkenes with Malonates^a–c.

^aConditions: 1.0 equiv 1, 3.6 equiv diethyl malonate, 2.2 equiv LiO^tBu, 4 mol % Pd(acac)₂, 6 mol % SPhos, toluene (0.8 M), 95 °C, 14 h. Reactions were conducted on a 0.2 mmol scale. ^bDiastereomeric ratios were determined by ¹H NMR analysis. Diastereomeric ratios were identical for crude reaction mixtures and isolated compounds unless otherwise noted. ^cYields are average isolated yields of two or more experiments. ^dThe reaction was conducted in xylenes solvent at 110 °C.