2026/05/28 by Aleksandra Murre, Macarena Eugui, Ana C. S. Carvalho +2 · 1 voice
Chemistry · #Radical Photochemical Reactions #Cyclization and Aryne Chemistry #Phosphorus compounds and reactions
paper · doi:10.1021/acs.orglett.6c01642
openalex publication_date 2026/05/28 · openalex created_date 2026/05/29 · openalex updated_date 2026/07/27
This work presents diazoketones as ketene precursors under photochemical conditions, in conjunction with an isothiourea catalyst, to enable an enantioselective [8 + 2] cycloaddition with triflate-substituted tropolones affording 7,5-fused lactone scaffolds. The cycloadducts are obtained in up to 99% yield with up to excellent diastereoselectivity (>20:1 d.r.) and enantioselectivity (up to 99% ee). Furthermore, it is demonstrated that the 7,5-fused lactone can undergo diverse attractive transformations.