Portal de Periódicos da CAPES

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

1993; Wiley; Volume: 1993; Issue: 8 Linguagem: Inglês

10.1002/jlac.1993199301143

0170-2041

Karsten Krohn, Frank Ballwanz, Wolfgang Baltus,

Synthetic Organic Chemistry Methods

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 .