Syntheses of the Marine Metabolites Verongamine, Hemibastadin-2, and Aerothionin Using the Cyano Ylide Coupling Methodology

Syntheses of the Marine Metabolites Verongamine, Hemibastadin-2, and Aerothionin Using the Cyano Ylide Coupling Methodology
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使用氰基叶立德偶联方法合成海洋代谢物维龙胺、Hemibastadin-2 和 Aerothionin

DOI:
10.1021/jo980860m
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发表时间:
1998
影响因子:
3.6
通讯作者:
Jianji Wang
Jianji Wang
中科院分区:
化学2区
文献类型:
--
作者:
H. Wasserman;Jianji Wang

文献摘要

被引文献

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海洋代谢物维龙胺、半伐他丁-2和硫硫蛋白的合成是通过一种涉及羧酸转化为酰基氰磷烷的方法完成的,而酰基氰磷烷可以被氧化成α,β-二酮腈。这种强亲电中间体被胺迅速转化为α-酮酰胺。
Syntheses of the marine metabolites verongamine, hemibastadin-2, and aerothionin have been accomplished by a methodology involving the conversion of a carboxylic acid to an acyl cyano phosphorane which may be oxidized to an α,β-diketo nitrile. This strongly electrophilic intermediate is rapidly converted by amines to α-keto amides.