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Review | Regular issue | Vol 29, No. 4, 1989, pp.815-837
Published online, 1st January, 1970
DOI: 10.3987/REV-89-402
Polymerization and/or Rearrangement Reactions of Acronycine and Related Compounds

Shinji Funayama and Geoffrey A. Cordell*

*Department of Medicinal Chemistry, College of Pharmacy, University of Illinois at Chicago, P.O.Box 6998, Chicago, IL 60680, U.S.A.


By treating acronycine or noracronycine with methanolic hydrochloric acid, several oligomers were obtained, including compounds possessing a rearranged partial structure. We have also succeeded in the selective syntheses of monomers and/or oligomers of noracronycine and related compounds by altering the reaction condition(s). Further, polymerization and/or rearrangement reaction mechanisms were examined by the combination of the reactions using D-substituted reagents and 1H-nmr spectroscopic analysis.