The racemic dihydroazulene (1) is resolved on triacetyl cellulose into its pure enantiomers; treatment of (1) with N-methyltriazolinedione and with singlet oxygen leads to the polycyclic compounds (2) and (3), respectively; (3) is converted to the dione (5), via(4), and to the diepoxide (6); all reactions are highly diastereoselective.
T. Knoechel, W. Pickl and J. Daub, J. Chem. Soc., Chem. Commun., 1982, 337 DOI: 10.1039/C39820000337
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