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.
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。
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