SCHEDULED MAINTENANCE
A three-step sequence involving an imino ester heterocycloaddition, stereoselective epoxidation of the adduct 4 and subsequent toluene-p-sulphonic acid-promoted rearrangement afforded the 6-azabicyclo[3.2.1]octane 7 in excellent overall yield; elaboration of this 6-azabicyclo[3.2.1]octane skeleton to (±)-actinobolamine is described.
A. B. Holmes, A. Kee, T. Ladduwahetty and D. F. Smith, J. Chem. Soc., Chem. Commun., 1990, 1412 DOI: 10.1039/C39900001412
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