In situ alcohol oxidation-Wittig reactions using N-methoxy-N-methyl-2-(triphenylphosphoranylidine)acetamide:: application to the synthesis of a novel analogue of 5-oxo-eicosatetraenoic acid
In situ alcohol oxidation-Wittig reactions using N-methoxy-N-methyl-2-(triphenylphosphoranylidine)acetamide:: application to the synthesis of a novel analogue of 5-oxo-eicosatetraenoic acid
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DOI：
10.1016/s0040-4039(02)02498-x
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发表时间：
2003-01-01
影响因子：
1.8
通讯作者：
Taylor, RJK
中科院分区：
文献类型：
--
作者：
Blackburn, L;Kanno, H;Taylor, RJK
在n -甲氧基- n -甲基-2-（三苯基磷酰）乙酰胺的存在下，苯基、烯丙基、丙基和未活化的醇类可以与活性二氧化锰氧化，直接生成相应的α、β不饱和Weinreb酰胺。所得到的Weinreb酰胺的精化也被描述，特别是作为花生四烯酸代谢物5-氧- 6e，8Z,11Z， 14z -二十碳四烯酸类似物的新途径的一部分。(C) 2002 Elsevier Science Ltd.版权所有。
Benzylic, allylic, propargylic and unactivated alcohols can be oxidised with activated manganese dioxide in the presence of N-methoxy-N-methyl-2-(triphenylphosphoranylidine)acetamide to generate directly the corresponding alpha,beta-unsaturated Weinreb amides. Elaboration of the resulting Weinreb amides is also described, in particular as part of a new route to analogues of the arachidonic acid metabolite 5-oxo-6E,8Z,11Z,14Z-eicosatetraenoic acid. (C) 2002 Elsevier Science Ltd. All rights reserved.