199807-77-7Relevant academic research and scientific papers
Phosphorylation of 2-azabicyclo[2.2.1]hept-5-ene and 2-hydroxy-2- azabicyclo[2.2.1]hept-5-ene systems: Synthesis and mechanistic study
Sousa, Carlos A. D.,Vale, M. Luisa C.,Rodriguez-Borges, Jose E.,Garcia-Mera, Xerardo
experimental part, p. 2546 - 2551 (2011/01/12)
The endo and exo isomers of (±)-methyl 2-hydroxy-2-azabicyclo[2.2.1] hept-5-ene-3-carboxylates and the in situ-prepared endo and exo isomers of (±)-methyl 2-azabicyclo[2.2.1]hept-5-ene-3-carboxylate were treated with diphenylphosphinic chloride (OPClPh2) and chlorodiphenylphosphine (ClPPh2) to afford the corresponding phosphorylated bicycles. The structure of all these compounds was unequivocally determined by NMR spectroscopy and mass spectrometry, and, based on the results obtained, a mechanistic scheme for the phosphorylation reaction of these adducts to afford the corresponding phosphorylbicycles is proposed.
Total synthesis of carbocyclic nikkomycin C
Ward, Simon E.,Holmes, Andrew B.,McCague, Ray
, p. 2085 - 2086 (2007/10/03)
The carbocyclic analogue 11 of nikkomycin C1 is prepared by a sequence involving allylic rearrangement of the imino ester adduct 3, palladium-mediated substitution of the allylic lactone 4c with uracil bis(trimethylsilyl)ether 6, and osmylation of the double bond.
