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 C2 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 LiAlH4. [ABSTRACT FROM AUTHOR]