Thermal cycloreversion of 2, 2-dimethyl-6 (. omega.-hydroxyalkyl)-4H-1, 3-dioxin-4-ones: mono-, di-, and trimeric macrocyclic. beta.-keto lactones by intramolecular …
C Chen, EK Quinn, MM Olmstead…
Index: Chen, Chixu; Quinn, Erik K.; Olmstead, Marilyn M.; Kurth, Mark J. Journal of Organic Chemistry, 1993 , vol. 58, # 18 p. 5011 - 5014
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Citation Number: 22
Abstract
Prompted by the discovery of numerous macrolide antibiotice, 2 development of methodology for the preparation of macrolides has received much synthetic attention? One interesting strategy developed by Boeckman4 and co-workers exploits thermal cycloreversion of a 2, 2-dimethyl-6-(o-hydroxyalkyl)--4H-1, 3-dioxin-4one to form a highly reactive acylketene intermediate which suffers intramolecular addition by the o-hydroxyl ...
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