Reactions of Keten Acetals. Part I. A Simple Synthesis of Some Naturally Occurring Anthraquinones
Open Access
- 1 January 1974
- journal article
- Published by Canadian Science Publishing in Canadian Journal of Chemistry
- Vol. 52 (1) , 80-87
- https://doi.org/10.1139/v74-011
Abstract
A study of the condensation of keten acetals with some halonaphthoquinones has led to the simple and regiospecific synthesis of some naturally occurring anthraquinones: catenarin, helminthosporin, emodin, and chrysophanol. The results show unambiguously that a previously proposed mechanism is erroneous. The reaction of these acetals with chloromaleic anhydride also provided a one-step preparation of some substituted phthalic anhydrides.Keywords
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