Hydrogenolytic transformations of 5a, 11a-epoxyhexahydronaphthacene-5, 6, 11, 12-tetrones. Implications for the synthesis of 6-and 11-deoxyanthracyclinones

PN Preston, T Winwick, JO Morlery

Index: Preston, Peter N.; Winwick, Thomas; Morley, John O. Journal of the Chemical Society, Chemical Communications, 1984 , # 5 p. 307 - 308

Full Text: HTML

Citation Number: 0

Abstract

Catalytic hydrogenation (H2Pd–C) of the epoxide (5a) give the dione derivative (6); an analogous procedure (5d)→(7) has been used in a sequence (5b)→(5c)→(5d)→(7)→(2d)→ (2b) to give a valuable intermediate (2b) for the synthesis of 4, 11-dideoxyanthracyclinones: implications for interconversions in the anthracyclinone series are described.