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Journal of the American Chemical Society

Reagents for organic synthesis. Part 3. Tin-mediated esterification in macrolide synthesis

K Steliou, MA Poupart

文献索引:Steliou; Poupart Journal of the American Chemical Society, 1983 , vol. 105, # 24 p. 7130 - 7138

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被引用次数: 108

摘要

Abstract: A neutral and relatively simple new method for effecting internal macrocyclic esterification of w-hydroxycarboxylic acids, based on a tin “template-driven” extrusion process, is discussed and its application to the synthesis (macrocyclization step) of the macrolide antibiotics zearalenone, ingramycin, and nodusmicin detailed. An efficient, formal total synthesis of pyrenophorin using this technique is also presented. Attemps to extend ...