p-Toluenesulfonic acid → HCID 19434053, compound

Participants

Reaction Steps

To a solution of the product from Step B (1.01 g, 3.19 mmol) and p-toluenesulfonic acid (0.05 g) in anhydrous THF (30 mL) at 0° C. was added ethyl vinyl ether (0.5 mL, 5.23 mmol) and stirred for 15 min. To this solution was added via syringe DIBAL-H (1M solution in hexanes, 12 mmol); this mixture was stirred for 20 min at which point a solution of potassium sodium tartrate (8.0 g in 30 mL water) was added over 5 min. The resulting mixture was stirred overnight and extracted with ethyl acetate (2×50 mL). The combined extracts were dried (MgSO4) and evaporated to give an oil.

Provenance & Evidence