4a, 9a-Epoxy-4a, 9a-dihydroanthracene-1, 4, 9, 10-tetrone: a versatile synthon in anthracyclinone synthesis

M Chandler, RJ Stoodley

Index: Chandler,M.; Stoodley,R.J. Journal of the Chemical Society, Chemical Communications, 1978 , p. 997 - 998

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Citation Number: 5

Abstract

(Department of Organic Chemistry, The University, Newcastle upon Tyne NEl 7RU) ... Summary The title compound (3a) undergoes Diels- Alder reactions with isoprene, cyclopentadiene, and cyclohexa-1,3-diene; the adducts (4) and (5a,b) can be transformed into the leucoquinizarins (6) and (7a, b) which are potentially valuable precursors of anthracycli- none analogues. ... ADRIAMYCIN (1) and daunomycin (lb), members of the anthracycline group of antibiotics, are of ...