Tetrahedron

Activated carboxylates from the photooxygenation of oxazoles: Application to the synthesis of recifeiolide, curvularin and other macrolides

HH Wasserman, RJ Gambale, MJ Pulwer

文献索引：Wasserman, Harry H.; Gambale, Ronald J.; Pulwer, Mitchell J. Tetrahedron, 1981 , vol. 37, # 23 p. 4059 - 4067

被引用次数: 68

摘要

Oxazoles may be used as masked forms of activated carboxylic acids since they readily form triamides on reaction with singlet oxygen. With 2-alkyl-4, 5-diphenyloxazoles, the triamides formed on photooxygenation undergo selective nucleophilic attack at the acyl carbonyl derived from the 2-oxazole position. Using 2-(ω-hydroxyalkyl)-4, 5-diphenyloxazoles as substrates, the oxidation-acylation sequence may be employed for the synthesis of ...

3344-77-2

12-溴-1-十二烷醇

~81%

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~73%

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~93%

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Free radical macrocyclization

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[Bidd, Ilesh; Kelly, David J.; Ottley, Peter M.; Paynter, Oliver I.; Simmonds, Derek J.; Whiting, Mark C. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1983 , # 7 p. 1369 - 1372]