摘要
以乙二醇为起始原料,通过选择性保护-氧化策略制备醛,与商品化的环己烯酮之间通过Ti Cl4催化的BaylisHillman反应构筑海洋天然产物Malyngamide K酰胺部分的关键碳骨架结构,并将末端羟基经叠氮钠取代-(Boc)2O存在条件下的加氢还原反应转化为末端氨基官能团,最终以7.2%产率得到关键中间体13,本工作的开展为后续烯氯官能团的添加以及天然产物Malyngamide K以及同系列其他天然产物的全合成研究提供了有意义的借鉴。
The ethylene glycol was used as starting material to synthesize the carbon skeletal structure of amide portion of Malyngamide K. The aldehyde 3 was prepared based on the synthetic strategy of selective protection-oxidation,which was used to react with cyclohexanone 4 via Baylis-Hillman reaction in the presence of Ti Cl4.The terminal hydroxyl group was replaced by sodium azide and then reduced to the amine group. The key intermediate compound 13 was obtained with the yield of 7. 2 %. The present study would lay the foundation of the addition of the allylchloride group and facilitate the synthesis of the marine natural product-Malyngamide K and its analogues.
出处
《广州化工》
CAS
2018年第4期27-30,共4页
GuangZhou Chemical Industry
基金
湖北省自然科学基金(批准号:2016CFB299)
