An economical and versatile synthesis of 5,8-dialkoxy-2-acetyl-3,4-dihydronaphthalenes: key precursors for the synthesis of chiral anthracyclines

Date

1983

Authors

Russell, R.A.
Collin, G.J.
Gee, P.S.
Warrener, R.N.

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Journal of the Chemical Society, Chemical Communications, 1983; 1983(18):994-995

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Richard A. Russell, Geoffrey J. Collin, Paul S. Gee and Ronald N. Warrener

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Abstract

5,8-Diacetoxy-2-acetyl-3,4-dihydronaphthalene, prepared by a new route from the Diels–Alder adduct of buta-1,3-diene and p-benzoquinone, is selectively deacetylated (Cs2CO3 in tetrahydrofuran or K2CO3 in dimethyl sulphoxide) to intermediates suitable for use in chiral anthracycline synthesis.

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