Practical total synthesis of 11-deoxydaunomycinone and the first total synthesis of 11-deoxydaunomycin

Y Tamura, S Akai, H Kishimoto, M Kirihara, M Sasho…

Index: Tamura; Akai; Kishimoto; et al. Tetrahedron Letters, 1987 ,  vol. 28,  # 39  p. 4583 - 4586

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Citation Number: 12

Abstract

The first total synthesis of the naturally derived second generation anthracycline, 11-deoxydaunomycin ( ) is described. Key steps in the synthesis of include an efficient construction of α-hydroxy methyl ketone moiety at C 9 -position, a highly stereoselective synthesis of -C 7, 9 -diol, and the first successful use of C 13 -acetal derivative for the glycosidation. ... HCl, which contains a small amount of the aromatized compound decomposes at 170–177°C. ... Cookies are used by ...