Directed Palladium‐Catalyzed pseudo‐Anomeric C−H Functionalization of Glycal‐Type Substrates: Access to Unsymmetrical gem‐Diarylmethyl C‐Glycosides

Abstract

Pd(II)-Catalyzed, bidentate directing group (BDG)-assisted C(sp2)−H functionalization of C2-amido glycals onto the anomeric position is described as a contemporary method for the construction of various unsymmetrical gem-diarylmethyl C-glycosides. Thanks to a bidentate amidoquinoline-type directing group, the insertion of diverse para-quinone methides (p-QMs) onto the pseudo-anomeric position of glycal substrates were executed in moderate to good yields. Further functionalization of the final product can be successfully demonstrated by known palladium-catalyzed cross-coupling reactions. As a service to our authors and readers, this journal provides supporting information supplied by the authors. Such materials are peer reviewed and may be re-organized for online delivery, but are not copy-edited or typeset. Technical support issues arising from supporting information (other than missing files) should be addressed to the authors. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.