Regioselective Cleavage Reaction of the Aromatic Methylenedioxy Ring. VI. Synthesis of Phenothiazine Analogues by Using the Cleavage Reaction with Sodium Methoxide-Thiols in Dimethyl Sulfoxide and Evaluation of Their Biological Activities.

NIS–PPh3: A Selective Reagent for the Spiroannulation of o-Allyl Phenols. Total Synthesis of Corallidictyal D

“…Treatment of 28 with BuLi in THF at −78 °C followed by the addition of DMF and further reaction for 2 h gave aldehyde 42 (72% after column chromatography). Imakura’s method, which we successfully utilized for the cleavage of the methylenedioxy group in our synthesis of liphagal ( 3 ), failed with aldehyde 42 . Instead, this cleavage was achieved using Goodman’s method .…”

Enantioselective Total Synthesis of the Selective PI3 Kinase Inhibitor Liphagal

“…Treatment of this with BuLi in THF at −78 °C followed by the addition of DMF and further reaction for 2 h gave aldehyde 17 . Deprotection of the methylenedioxy group was achieved utilizing a modification of the Imakura procedure . A 6:1 mixture of phenylsulfides 18a and 18b resulted when compound 17 was heated with PhSH and K 2 CO 3 in HMPA at 160 °C for 10 min.…”