693825-19-3Relevant academic research and scientific papers
Palladium(II)-Catalyzed Intramolecular 1,4-Oxyacyloxylation of Conjugated Dienes. A Stereocontrolled Route to Fused Six-Membered Lactones and Pyrans
Verboom, Renzo C.,Persson, B. Anders,Baeckvall, Jan-E.
, p. 3102 - 3111 (2007/10/03)
Stereocontrolled palladium(II)-catalyzed intramolecular 1,4-oxidations of dienyl acids and alcohols proceed under mild conditions to give fused δ-lactones and pyrans, respectively, in good yields. The stereo- and regioselectivity was affected by the presence of LiCl and solvent composition (HOAc/acetone). The products obtained were used for further functionalizations using copper(I)-mediated reactions. Stoichiometric reactions of preformed dibutylcyanocuprates with pyrans containing an allylic acetate gave cis- and trans-fused ring systems with high γ-selectivity and in high yields.
