Double-chelation-assisted Rh-catalyzed intermolecular hydroacylation

Org Lett. 2003 Apr 17;5(8):1365-7. doi: 10.1021/ol034343o.

Abstract

[reaction: see text] Rh-Catalyzed intermolecular hydroacylation between salicylaldehydes and 1,5-hexadienes proceeded under remarkably mild reaction conditions to afford a mixture of iso- and normal-hydroacylated products in good yields. The experiments using deuterated salicylaldehyde-d revealed that "double chelation" of salicylaldehyde and 1,5-hexadiene to Rh-complex played vital roles in the catalytic cycle of intermolecular hydroacylation.