Cj. Moody et al., SYNTHESIS OF HETEROCYCLIC NATURAL-PRODUCTS - MODEL STUDIES TOWARDS DIAZONAMIDE-A, Pure and applied chemistry, 66(10-11), 1994, pp. 2107-2110
Model studies towards the total synthesis of the cytotoxic marine natu
ral product diazonamide A are described. The approach uses rhodium(II)
catalysed reactions of diazocarbonyl compounds in 4 key steps; the co
nstruction of the oxazole rings by the rhodium(II) catalysed addition
of diazocarbonyl compounds to nitriles, and of the indole and benzofur
an units by rhodium(II) mediated intramolecular aromatic C-H insertion
reactions.