作者:Yinjuan Bai、Jun Lu、Zhen Shi、Bingqin Yang
DOI:10.1055/s-2001-12339
日期:——
Muscone is a precious fragrant compound, which is scarce in nature, many synthetic attempts for this unique natural product have been carried out. A new synthetic method for 2,15-hexadecanedione, a precursor of muscone, from imidazalium salt and di-Grignard reagent is reported. Imidazalium salt was used as tetrahydrofolate coenzyme model at formic acid oxidation level and di-Grignard reagent as nucleophile to which one-carbon unit was transferred, the biomimetic synthesis of 2,15-hexadecanedione was successfully accomplished by using the addition-hydrolysis reaction of imidazolium salt with di-Grignard reagent. A novel method for preparing muscone is provided.
麝香酮是一种珍贵的香料化合物,自然界中含量稀少,针对这一独特天然产物的合成尝试已有许多。报道了一种由咪唑盐和二Grignard试剂合成麝香酮前体2,15-十六碳二酮的新合成方法。将咪唑盐作为甲酸氧化水平的四氢叶酸辅酶模型,二Grignard试剂作为接受一碳单元转移的亲核试剂,通过咪唑盐与二Grignard试剂的加成-水解反应成功实现了2,15-十六碳二酮的仿生合成,为麝香酮的制备提供了一种新方法。