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A novel route to the tetracyclic ring of anthracyclinones

โœ Scribed by Daniel G. Miller; Steven Trenbeath; Charles J. Sih

Publisher
Elsevier Science
Year
1976
Tongue
French
Weight
225 KB
Volume
17
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

Recent reports on the effectiveness of Daunorubrcznl and Adrramycln' for the treatment of a variety of human cancers has aroused conslderable interest In the total synthesis of this group of anthracycllne compounds. The anthracyclone antlblotlcs 3 , metabolltes of Streptomyces 2., are made up of anthra-cycl=nones4 (th e aglycone moiety) attached to amlnosugars. Although a total synthesis of adrlamycln has already been formally achieved 5,6,7,8 , the need for an efflclent reglospeclflc route to daunomyclnone and adrlamyclnone persists, to furnish an alternative method possibly competltlve with the blosynthetlc process9 for the preparation of these antltumor anthracycllnes. Several syntheses of tetracyclic hydroqulnone systems have been accomplrshed starting with a Frledel-Craft reactlon IO,11 12 , a photo-Fries reaction

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