Synthesis of Piperidine Derivatives by Rhodium‐ Catalyzed Tandem Reaction of N‐Sulfonyl‐1,2,3‐Triazole and Vinyl Ether.

Abstract: A chemoselective tandem reaction of 4‐acyloxymethylene‐1‐sulfonyl‐1,2,3‐triazole and vinyl ether was reported, producing polysubstituted piperidine derivatives in up to 96% yield. The key intermediate N‐sulfonyl 1‐azadiene generated by migration of the OAc group to the α‐imino rhodium carbene was isolated and a plausible mechanism was proposed. Several related ring systems were constructed from the highly functionalized products. [ABSTRACT FROM AUTHOR]