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Article
Synthesis of a modified anthracycline 4,6,9,11-tetradeoxydaunomycinone
The Journal of Organic Chemistry
  • George A. Kraus, Iowa State University
  • John O. Pezzanite, Iowa State University
Document Type
Article
Publication Version
Published Version
Publication Date
10-1-1982
DOI
10.1021/jo00143a034
Abstract

The preparation of a tetradeoxy anthracyclinone is described. The key reaction is the cyclization of the acetylenic coumarin 10 to anthraquinone 11. Interestingly, the related model system 12 failed to cyclize. The transformation of 11 into the desired compound 13 was effected by straightforward reactions. The key intramolecular cyclization reaction is also useful for the preparation of phthalide quinone 7.

Comments

Reprinted (adapted) with permission from The Journal of Organic Chemistry, 47(22); 4337-4340. Doi: 10.1021/jo00143a034. Copyright 1982 American Chemical Society.

Copyright Owner
American Chemical Society
Language
en
File Format
application/pdf
Citation Information
George A. Kraus and John O. Pezzanite. "Synthesis of a modified anthracycline 4,6,9,11-tetradeoxydaunomycinone" The Journal of Organic Chemistry Vol. 47 Iss. 22 (1982) p. 4337 - 4340
Available at: http://works.bepress.com/george_kraus/104/