Table 4.

Scope of the Ir-Catalyzed Asymmetric Allylic Substitution of Trichloroethyl Allylic Carbonates 1 with Silyl Dienolate 2b.

^aReaction conditions: allylic carbonate 1 (0.2 mmol, 1.0 equiv), silyl dienolate 2b (0.4 mmol, 2.0 equiv), [Ir(cod)Cl]₂ (2 mol%), (S_a,S_c,S_c)-L (4 mol%), KF (1.0 equiv), 18-crown-6 (1.0 equiv), THF (0.4 mL), 50 °C, 12 h.

^bThe ee was determined by chiral HPLC analysis.

^cBranched to linear ratios (b:l) were determined by ¹H NMR analysis of the crude reaction mixtures.

^dYields of isolated products were listed (the average of at least two runs).

^eOTroc: OCO₂CH₂CCl₃.