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Article
Synthesis of novel 6-deoxyanthracyclines
The Journal of Organic Chemistry
  • George A. Kraus, Iowa State University
  • Michael D. Hagen, Iowa State University
Document Type
Article
Publication Version
Published Version
Publication Date
9-1-1985
DOI
10.1021/jo00218a002
Abstract
An extremely direct route to the 6-deoxyanthracycline skeleton is described. The initial route to quinone 10 failed due to an unexpected complication in the Ago demethylation step. However, starting from 2-bromo- 1,4-dimethoxynaphthalene, furan 17 could be prepared in two steps. Furan 17 was then converted into anthraquinone 19 in five steps. The eight-step route proceeds in 9% overall yield.
Comments

Reprinted (adapted) with permission from The Journal of Organic Chemistry, 50(18); 3252-3255. Doi: 10.1021/jo00218a002. Copyright 1985 American Chemical Society.

Copyright Owner
American Chemical Society
Language
en
File Format
application/pdf
Citation Information
George A. Kraus and Michael D. Hagen. "Synthesis of novel 6-deoxyanthracyclines" The Journal of Organic Chemistry Vol. 50 Iss. 18 (1985) p. 3252 - 3255
Available at: http://works.bepress.com/george_kraus/199/