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

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

Source and publish data:

Tetrahedron Letters p. 6981 - 6984 (1996)

Update date:2022-08-17

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Authors:

Prein, Michael

Padwa, Albert

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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.

Full text of DOI:10.1016/0040-4039(96)01577-8

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