Synthesis of 2‐Deoxy‐C‐Glycosides via Iridium‐Catalyzed sp2 and sp3 C—H Glycosylation with Unfunctionalized Glycals†

Comprehensive Summary A new protocol for the synthesis of 2‐deoxy‐ C ‐aryl‐glycosides and 2‐deoxy‐ C ‐alkyl‐glycosides via iridium‐catalyzed directed C—H glycosylation with glycals is reported. The method is amenable for both the C 2 C—H glycosylation of indoles and the methyl C—H glycosylation of secondary methyl amines under the control of an N ‐linked benzoxazole directing group. The benzoxazole group can be cleanly removed by the treatment of KOH or LiAlH 4 .