N-METHOXY-N-METHYLAMIDES AS EFFECTIVE ACYLATING AGENTS

N-METHOXY-N-METHYLAMIDES AS EFFECTIVE ACYLATING AGENTS
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DOI:
10.1016/s0040-4039(01)91316-4
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发表时间:
1981-01-01
影响因子:
1.8
通讯作者:
WEINREB, SM
WEINREB, SM
中科院分区:
化学4区
文献类型:
--
作者:
NAHM, S;WEINREB, SM

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易于制备的n -甲氧基- n -甲酰胺与格氏试剂和有机锂试剂偶联产酮,并与氢化物还原生成醛。在过去的几十年里,人们对羧酸氧化态化合物与各种金属有机化合物偶联合成酮类化合物进行了广泛的研究。与这种方法相关的一个主要困难是反应性格氏试剂和有机锂试剂倾向于过量添加到底物中,产生叔醇。1
Readily preparable N-methoxy-N-methylamides couple in good yields with Grignard and organolithium reagents to produce ketones, and are reduced with hydrides to afford aldehydes.Synthesis of ketones from compounds in the carboxylic acid oxidation state via coupling with various organometallics has been extensively investigated over the past few decades.'One major difficulty generally associated with this type of method is the propensity of reactive Grignard and organolithium reagents to overadd to the substrate, producing a tertiary alcohol. 1