Table 3. Gram-Scale Synthesis of Allenyl Acetates from Propargyl Substratesa.
Isolated yields. Conditions: 0.1 M solution of substrate 7 or 9 (1.25–2.25 g, 1 equiv), R4 MgX (1.25 equiv), and 1 mol % of Fe(acac)3 in Et2O, addition of R4 MgX for 5 and 10 min reaction time.
5 mol % of Fe(acac)3, R4 MgX (1.5 equiv).
7.5 mol % of Fe(acac)3, R4 MgX (1.75 equiv).
half gram-scale.
10 mol % of Fe(acac)3, BnMgX (2.5 equiv).
by 2 steps.