Ligand-dependent site selectivity in the Rh(II)-catalyzed decomposition of a glycine-derived diazo acetoacetamide

Article abstract of DOI:10.1016/0040-4039(96)01577-8

The product distribution obtained from the Rh(II)-catalyzed decomposition of α-diazoimide 1 can be selectively controlled by the proper choice of catalyst. While perfluorinated ligands favor isomunchnone formation, products derived from 6-ring cyclization are preferred using Rh₂(OAc)₄. The effect can be modulated by the addition Sc(OTf)₃ as a Lewis acid.