Ruthenium porphyrin catalyzed intramolecular carbenoid C-H insertion. Stereloselective synthesis of cis-disubstituted oxygen and nitrogen heterocycles

被引：110

作者：

Cheung, WH

Zheng, SL

Yu, WY

Zhou, GC

Che, CM

机构：

[1] Univ Hong Kong, Inst Mol Technol Drug Discovery & Synth, Dept Chem, Hong Kong, Peoples R China

[2] Univ Hong Kong, Inst Mol Technol Drug Discovery & Synth, Open Lab Chem Biol, Hong Kong, Peoples R China

[3] Chinese Acad Sci, Shanghai Inst Organ Chem, Shaghai Hong Kong Joint Lab Chem Synth, Shanghai 200032, Peoples R China

来源：

ORGANIC LETTERS | 2003年 / 5卷 / 14期

关键词：

D O I：

10.1021/ol034806q

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[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.

引用

页码：2535 / 2538

页数：4

共 51 条

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