Syntisis of 4-Demethoxy-7,11-dideoxydaunomycinone

Rama Rao, A. V. ; Deshpande, V. H. ; Ravichandran, K. ; Ramamohan Rao, B. (1983) Syntisis of 4-Demethoxy-7,11-dideoxydaunomycinone Synthetic Communications, 13 (14). pp. 1219-1224. ISSN 0039-7911

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Related URL: http://dx.doi.org/10.1080/00397918308063737

Abstract

Our continued interest in the total synthesis of natural and unnatural antitumor anthracyclines especially the aglycones such as daunomycinone (1̲)2 and 4-demethoxydaunomycinone (2̲)3, 11-deoxydaunomycinone (3)4 and 4-demethoxy-11-deoxydaunomycinone (4̲)5 led us to probe methods of obtaining these products of absolute enantitomeric purity. Earlier it was demonstrated that the AB ring synthon 5̲ having a chiral centre on fusion with phthalic anhydride gave 4-demethoxy-7-deoxy-daunomycinone (6̲) with no loss of optical purity and the same was further transformed to 2̲[7-(S)-9(S)].

Item Type:Article
Source:Copyright of this article belongs to Taylor and Francis Group.
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Deposited On:05 May 2011 07:13
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