Preparation of One-Carbon Homologated Amides from Aldehydes or Primary Alcohols

被引:37
作者
Gupta, Manoj K. [1 ]
Li, Zhexi [1 ]
Snowden, Timothy S. [1 ]
机构
[1] Univ Alabama, Dept Chem, Tuscaloosa, AL 35487 USA
基金
美国国家科学基金会;
关键词
METHOXY-N-METHYLAMIDES; ALPHA-HYDROXY ACIDS; CARBOXYLIC-ACIDS; ENANTIOSELECTIVE SYNTHESIS; TRICHLOROMETHYL KETONES; ARYL ALDEHYDES; CONVERSION; ESTERS;
D O I
10.1021/ol500200n
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Aldehydes and primary alcohols can be converted to one-carbon homologated primary, secondary, or tertiary amides in two operational steps. The approach offers several unique features including compatibility with (hetero)-aryl, alkyl, alkenyl, and racemizable chiral substrates, the ability to prepare Weinreb amides from aryl and unhindered aliphatic substrates, and the opportunity to employ unprotected amino acids as amine sources in the amidation step.
引用
收藏
页码:1602 / 1605
页数:4
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