Studies on the Total Synthesis of Lactonamycin: Construction of Model ABCD Ring Systems
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https://figshare.com/articles/dataset/Studies_on_the_Total_Synthesis_of_Lactonamycin_Construction_of_Model_ABCD_Ring_Systems/3232717
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资源简介：
Model studies on the synthesis of the tetracyclic ABCD ring system of lactonamycin (1) are described.
The key step involved the double Michael addition reaction of alcohol 8 to propynoate esters to produce
the BCD units 13 and 14 of the target 1. Alternatively, double Michael addition of alcohol 8 to di-tert-butyl acetylenedcarboxylate gave the corresponding BCD ring systems 36 and 37. Acid-mediated hydrolysis
of the dihydroquinone monoketal units of 13 and 14 and 36 and 37 in the presence of air gave the
corresponding quinones 7 and 39. These were converted into the tetracyclic ABCD units 6, 26a, 40, and
42 of lactonamycin (1) by either dihydroxylation or epoxidation and acid-catalyzed lactonization.
创建时间：
2006-03-17
