Ruthenium porphyrin catalyzed intramolecular carbenoid C-H insertion. Stereloselective synthesis of cis-disubstituted oxygen and nitrogen heterocycles
Ruthenium porphyrin catalyzed intramolecular carbenoid C-H insertion. Stereloselective synthesis of cis-disubstituted oxygen and nitrogen heterocycles
复制标题
DOI：
10.1021/ol034806q
复制
发表时间：
2003-07-10
期刊：
影响因子：
5.2
通讯作者：
Che, CM
中科院分区：
文献类型：
--
作者：
Cheung, WH;Zheng, SL;Che, CM
[图解]描述了钌卟啉催化的立体选择性分子内类卡宾C-H插入。以[Ru-II（TTP）（CO）]为催化剂，芳基对甲苯磺酰腙以良好的产率和显著的顺式选择性（高达99%）转化为2，3-二氢苯并呋喃、2，3-二氢吲哚和β-内酰胺。以[Ru-II（D-4-Por*）（CO）]为催化剂，对映选择性合成了2，3-二氢苯并呋喃，ee值高达96%。
[GRAPHIC]A ruthenium porphyrin-catalyzed stereoselective intramolecular carbenoid C-H insertion is described. Using [Ru-II(TTP)(CO)] as catalyst, aryl tosylhydrazones are converted to 2,3-dihydrobenzofurans, 2,3-dihydroindoles, and beta-lactams in good yields and remarkable cis selectivity (up to 99%). Enantioselective synthesis of 2,3-dihydrobenzofurans is also achieved with [Ru-II(D-4-Por*)(CO)] as catalyst, and up to 96% ee is attained.