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Hydrocarbonylation of unsaturated nitrogen compounds. Synthesis of N-protected aminoacid derivatives from N-substituted phthalimides

1984; Elsevier BV; Volume: 268; Issue: 2 Linguagem: Inglês

10.1016/0022-328x(84)80244-2

1872-8561

Giovanna Delogu, Giovanni Faedda, Serafino Gladiali,

Coordination Chemistry and Organometallics

The hydrocarbonylation of some β-substituted N-vinylphthalimides catalysed by Rh or Pd complexes has been investigated. The reaction is strongly affected by the nature of the substituent and is completely prevented when two substituents are present. The addition of carbon monoxide, when it occurs, takes place with complete selectivity and its direction can be regulated to a large extent by selecting the reaction parameters. The hydrocarbonylation of N-allylphthalimide occurs under mild conditions but the control of the regioselectivity is much less efficient.