Issue 21, 1981

Preparation of (–)-(7R)-7-acetyl-7-hydroxy-4,4-dimethoxy-5,6,7,8-tetrahydro-naphthalen-1(4H)-one, a chiral AB-synthon for anthracycline synthesis

Abstract

The (–)-(R)-dienone (13) was prepared in 10 steps from the known 8-hydroxy-5-methoxy-2, 3-dihydronaphthalen-1(4H)-one (2), and the chirality at C(7) in (13) corresponds to that found at C(9) in the naturally occurring anthracyclines related to daunomycin.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1981, 1100-1101

Preparation of (–)-(7R)-7-acetyl-7-hydroxy-4,4-dimethoxy-5,6,7,8-tetrahydro-naphthalen-1(4H)-one, a chiral AB-synthon for anthracycline synthesis

R. N. Warrener, P. S. Gee and R. A. Russell, J. Chem. Soc., Chem. Commun., 1981, 1100 DOI: 10.1039/C39810001100

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