Base-catalyzed oxidative dearomatization of multisubstituted phloroglucinols: An easy access to C-glucosyl 3, 5, 6-trihydroxycyclohexa-2, 4-dienone derivatives. (1st October 2019) - Gao, Wan
Abstract: An efficient and simple method for the protecting group-free synthesis of C -glucosyl 3, 5, 6-trihydroxycyclohexa-2, 4-dienone has been firstly established. This method is compatible with various functional groups, such as benzyl and phenethyl groups, affording a range of C -glucosyl 3, 5, 6-trihydroxycyclohexa-2, 4-dienone derivatives. Graphical abstract: Image 1 Highlights: An efficient and simple method for the synthesis of C -glucosyl 3, 5, 6-trihydroxycyclohexa-2, 4-dienones was developed. The absolute configuration was determined by electronic circular dichroism (ECD) spectra. A plausible mechanism involving a singlet oxygen intermediate and a radical process is proposed.