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Structure-activity relationships at the 5-position of thiolactomycin: an intact (5R)-isoprene unit is required for activity against the condensing enzymes from Mycobacterium tuberculosis and Escherichia coli.硫内酯霉素5位的构效关系：对抗结核分枝杆菌和大肠杆菌的缩合酶具有活性需要完整的(5R)-异戊二烯单元。
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Synthesis of eupomatilone-6 and assignment of its absolute configuration.优巴托龙-6的合成及其绝对构型的确定。
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Analogues of thiolactomycin as potential antimalarial agents.硫内酯霉素类似物作为潜在的抗疟药。
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Antitubercular agents. Part 2: new thiolactomycin analogues active against Mycobacterium tuberculosis.抗结核药物。第2部分：对结核分枝杆菌有活性的新型硫代乳霉素类似物。
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The synthesis of (-)-isodomoic acid C.（-）-异多米酸C的合成
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Application of a flexible synthesis of (5R)-thiolactomycin to develop new inhibitors of type I fatty acid synthase.应用(5R)-硫代乳霉素的灵活合成方法开发新型I型脂肪酸合酶抑制剂。
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Domino reactions that combine an azido-Schmidt ring expansion with the Diels-Alder reaction.将叠氮-施密特扩环反应与狄尔斯-阿尔德反应相结合的多米诺反应。
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Studies toward diazonamide A: initial synthetic forays directed toward the originally proposed structure.重氮酰胺A的研究：针对最初提出的结构进行的首次合成尝试。
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Biphenyl-based analogues of thiolactomycin, active against Mycobacterium tuberculosis mtFabH fatty acid condensing enzyme.硫乳霉素的联苯类类似物，对结核分枝杆菌mtFabH脂肪酸缩合酶具有活性。
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硫内酯霉素5-位乙烯基衍生物的新合成路线：烯化反应与脱甲酰基反应

Novel route to 5-position vinyl derivatives of thiolactomycin: Olefination vs. deformylation.

作者信息

Kim Pilho, Barry Clifton E, Dowd Cynthia S

机构信息

Tuberculosis Research Section, National Institute of Allergy and Infectious Diseases, National Institutes of Health, Rockville, MD 20852.

出版信息

Tetrahedron Lett. 2006 May 15;47(20):3447-3451. doi: 10.1016/j.tetlet.2006.03.058.

DOI:10.1016/j.tetlet.2006.03.058
PMID:16699591
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC1450324/
Abstract

Vinyl and diene derivatives of thiolactomycin have been prepared via Horner-Wadsworth-Emmons olefination from protected 5-formyl-3,5-dimethylthiotetronic acid. Several 4-position protecting groups and a variety of phosphonates were evaluated, with MOM protection and beta-ketophosphonates yielding the highest ratio of desired product to deformylated product.

摘要

硫内酯霉素的乙烯基和二烯衍生物已通过霍纳尔-沃兹沃思-埃蒙斯烯烃化反应，由受保护的5-甲酰基-3,5-二甲基硫代四酮酸制备而成。对几种4-位保护基和多种膦酸酯进行了评估，结果表明甲氧基甲基（MOM）保护和β-酮膦酸酯能产生最高比例的目标产物与去甲酰化产物。