Intramolecular acid-catalyzed amide isomerization in aqueous solution.
Intramolecular acid-catalyzed amide isomerization in aqueous solution.
复制标题
水溶液中分子内酸催化的酰胺异构化。
DOI:
10.1021/ol9901265
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发表时间:
1999
期刊:
影响因子:
5.2
通讯作者:
Lectka,T
中科院分区:
文献类型:
--
作者:
Cox,C;Lectka,T
We report for the first time that stoichiometric and even catalytic quantities of weak acids in aqueous solution can very efficiently catalyze amide isomerization in a carefully designed system in which a proton donor is situated so that intramolecular hydrogen bonding to the amide nitrogen is highly favored. Our results provide the first experimental verification that hydrogen bond donation to the amide nitrogen by charged proton donors may play a very significant role in the enzymatic catalysis of amide isomerization.