A NOVEL ELECTROPHILIC METHOXYLATION (WITH A LITTLE HELP FROM F2)

被引:56
作者
ROZEN, S
MISHANI, E
KOL, M
机构
[1] School of Chemistry, Raymond and Beverly Sackler, Faculty of Exact Sciences, Tel-Aviv University
关键词
D O I
10.1021/ja00046a006
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Methyl hypofluorite, MeOF, easily made from MeOH and F2, proved to be an excellent source for the novel electrophilic methoxylium ion "MeO+". MeOF was reacted with the enol forms of carbonyls, producing in good to excellent yields the corresponding alpha-methoxy carbonyl derivatives. It was found that the methoxylation is best carried out on methyl enol ethers. Silyl enol ethers and enol acetates were also tested but with limited success. The reaction proceeds through an addition elimination mechanism.
引用
收藏
页码:7643 / 7645
页数:3
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