Diastereoselective Johnson-Corey-Chaykovsky trifluoroethylidenation.
Diastereoselective Johnson-Corey-Chaykovsky trifluoroethylidenation.
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DOI：
10.1039/c5cc04991a
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发表时间：
2015-08
影响因子：
4.9
通讯作者：
Y. Duan;Bin Zhou;Jin‐Hong Lin;Ji-Chang Xiao
中科院分区：
文献类型：
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作者：
Y. Duan;Bin Zhou;Jin‐Hong Lin;Ji-Chang Xiao
在Johnson-Corey-Chaykovsky反应中，（2,2,2-三氟乙基）二苯磺酸三氟酸盐是一种有效的酰化物试剂，可生成三氟甲基环氧化物、环丙烷和氮杂环醚。有趣的是，观察到这些转化具有优异但不同的非对映选择性。三氟甲基环氧化物和环丙烷都是通过反式选择性得到的，而叠氮嘧啶是通过顺式选择性得到的。
(2,2,2-Trifluoroethyl)diphenylsulfonium triflate was found to be an efficient ylide reagent for the Johnson-Corey-Chaykovsky reaction to afford trifluoromethyl epoxides, cyclopropanes and aziridines. Interestingly, excellent but different diastereoselectivity was observed for these transformations. Both trifluoromethyl epoxides and cyclopropanes were obtained with trans-selectivity, whereas aziridines were obtained with cis-selectivity.