Liebigs Annalen der Chemie

Total Synthesis of Angucyclines, 1.–Synthesis of a Daunomycinone–Rabelomycin Hybrid

K Krohn, F Ballwanz, W Baltus

Index: Krohn, Karsten; Baltus, Wolfgang Liebigs Annalen der Chemie, 1982 , # 8 p. 1579 - 1581

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Citation Number: 17

Abstract

Abstract The synthesis of the racemic angucyclinone hybrid 3 which combines the structural features of rabelomycin (1) and daunomycinone (2) is described. Key steps are the cyclization of the bromide 6b by a Marshalk-type reaction to yield the angular skeleton 7b, introduction of the tertiary hydroxy group by bromination to 11, solvolysis to 12 and photoinduced oxygenation to afford the C-1 ketone 3.