REGIOSELECTIVE SYNTHESIS OF 4-ACETYL-3-METHYLISOXAZOLE AND 5-ACETYL-3-METHYLISOXAZOLE - THEIR CONVERSION INTO SILYL-ENOL AND METHYL-ENOL ETHERS

被引:4
作者
CHIMICHI, S [1 ]
COSIMELLI, B [1 ]
机构
[1] I-50121 FLORENCE, ITALY
关键词
D O I
10.1080/00397919208021114
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Acetonitrile oxide reacts regioselectively with 3-buten-2-one and (E)-4-methoxy-3-buten-2-one to give 5-acetyl- 2 and 4-acetyl-3-methylisoxazole 3, respectively. Treatment of ketones 2 and 3 with trimethylsilyl trifluoromethanesulfonate gave the silyl enol ethers 4 and 5, whereas the methyl enol ethers 8 and 9 were obtained via elimination of methanol from the corresponding dimethyl ketals.
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页码:2909 / 2920
页数:12
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