39158-85-5Relevant articles and documents
β-Diazocarbonyl Compounds: Synthesis and their Rh(II)-Catalyzed 1,3 C?H Insertions
Jiang, Liyin,Wang, Zhaofeng,Armstrong, Melanie,Suero, Marcos G.
supporting information, p. 6177 - 6184 (2021/02/01)
Herein, we describe the first electrophilic diazomethylation of ketone silyl enol ethers with diazomethyl-substituted hypervalent iodine reagents that gives access to unusual β-diazocarbonyl compounds. The potential of this unexplored class of diazo compounds for the development of new reactions was demonstrated by the discovery of a rare Rh-catalyzed intramolecular 1,3 C?H carbene insertion that led to complex cyclopropanes with excellent stereocontrol.
Organosilicon Reducing Reagents for Stereoselective Formations of Silyl Enol Ethers from α-Halo Carbonyl Compounds
Pramanik, Suman,Rej, Supriya,Kando, Shun,Tsurugi, Hayato,Mashima, Kazushi
, p. 2409 - 2417 (2018/02/23)
Salt-free stereoselective synthesis of silyl enol ethers was achieved by treating α-halo carbonyl compounds with 2,3,5,6-tetramethyl-1,4-bis(trimethylsilyl)-1,4-dihydropyrazine. In this reaction, easily removable trimethylsilyl halides and 2,3,5,6-tetramethylpyrazine were generated as the reaction byproducts. Due to the inertness of the reaction byproducts, we found a one-pot transformation of the in situ generated silyl enol ethers into various α-functionalized carbonyls by reaction with Togni-II reagent or aldehydes.
Direct use of esters in the Mukaiyama aldol reaction: A powerful and convenient alternative to aldehydes
Inamoto, Yoshihiro,Nishimoto, Yoshihiro,Yasuda, Makoto,Baba, Akio
supporting information; experimental part, p. 1168 - 1171 (2012/04/04)
An indium triiodide catalyst promoted the direct transformation from esters to β-hydroxycarbonyl compounds using hydrosilanes and silyl enolates by a one-stage process. Various esters were applicable, and the high chemoselectivity of this system brings compatibility to many functional groups: alkenyl, alkynyl, chloro, and hydroxy.