化学
试剂
酰胺
亲核细胞
加合物
有机化学
有机合成
第2组金属有机化学
金属有机化学
氯化物
羧酸
绿色化学
衍生化
小学(天文学)
组合化学
催化作用
反应机理
分子
高效液相色谱法
物理
天文
作者
Maher Khalid,Shireen Mohammedand Amin Kalo
出处
期刊:Oriental journal of chemistry
[Oriental Scientific Publishing Company]
日期:2019-12-23
卷期号:35 (6): 1611-1626
被引量:2
摘要
N-methoxy-N-methyl amides or Weinreb amides are worthy embranchment of amide group and their rich functional groups in organic synthesis become a strong else unfeasible conversion. Weinreb amides are produced as an intermediate product of the reaction of carboxylic acids, acid chloride or esters with organometallic reagents, which was first uncovered in 1981. The direct conversion of carboxylic acids or acid chlorides or esters to ketones or aldehydes using organometallic reagents do not lead in high yields, because the intermediate ketones are still highly reactive toward the organometallic reagent. However, after derivatization to the corresponding Weinreb Amide, reaction with organometallics does give the desired ketones, as the initial adduct is stabilized and doesn't undergo further reactions. A nucleophilic addition to the Weinreb amides results in a unique and stable five-membered cyclic tetrahedral intermediate which protects the over-addition, leading to a selective conversion.
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