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Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

Anthracyclines. XIII The Synthesis of (+)-(4R,6R)- and (+)-(4S,6R)-6-Acetyl-6-(t-butyldimethylsilyloxy)-4-ethoxy-4-methoxy-5,6,7,8-tetrahydronaphthalen-1(4H)-one: New Chiral AB Synthons for the Synthesis of (—)-7-Deoxydaunomycinone

RA Russell, RW Irvine and RN Warrener

Australian Journal of Chemistry 38(1) 189 - 195
Published: 1985

Abstract

The title dienones have been prepared from (-)-(2R,1′S)-8-benzyloxy-2-(1′-hydroxyethyl)-5-methoxy-1,2,3,4-tetrahydronaphthalen-2-ol, by a series of reactions in which the selective cleavage of an aryl methyl ether in the presence of an aryl ethyl ether plays a key role. This 10- step sequence proceeds in an overall yield of 55%, and chiral integrity is preserved throughout.

https://doi.org/10.1071/CH9850189

© CSIRO 1985

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