title: Ruthenium porphyrin catalyzed intramolecular carbenoid C[bond]H insertion. Stereoselective synthesis of cis-disubstituted oxygen and nitrogen heterocycles.
abstract: [reaction: see text] A ruthenium porphyrin-catalyzed stereoselective intramolecular carbenoid C[bond]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.
authors.affiliation: Department of Chemistry and Open Laboratory of Chemical Biology of the Institute of Molecular Technology for Drug Discovery and Synthesis, The University of Hong Kong, Pokfulam Road, Hong Kong.
authors.forename: Wai-Hung
authors.initials: WH
authors.lastname: Cheung
authors.forename: Shi-Long
authors.initials: SL
authors.lastname: Zheng
authors.forename: Wing-Yiu
authors.initials: WY
authors.lastname: Yu
authors.forename: Guo-Chuan
authors.initials: GC
authors.lastname: Zhou
authors.forename: Chi-Ming
authors.initials: CM
authors.lastname: Che