Novel Syntheses of Optically Active 4-Demethoxyanthracyclinones Carrying a Hydroxymethyl or a Carbamoyloxymethyl Group at the C9-Position

DOI: 10.1246/cl.1986.1739

Source and publish data:

Chemistry Letters p. 1739 - 1742 (1986)

Update date:2022-07-30

Topics:

Authors:

Suzuki, Michiyo

Matsumoto, Teruyo

Ohsaki, Masako

Kimura, Yoshikazu

Terashima, Shiro

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Article abstract of DOI:10.1246/cl.1986.1739

The title compounds were effectively synthesized by chemoselective reduction of (R)-methyl 2,5,12-trihydroxy-6,11-dioxo-1,2,3,4-tetrahydronaphthacene-2-carboxylate to the corresponding (R)-alcohol with lithium tri-t-butoxyaluminium hydride, followed by stereoselective C_7α-hydroxylation (the anthracycline numbering) and urethane formation.

Full text of DOI:10.1246/cl.1986.1739

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