93552-78-4Relevant academic research and scientific papers
VICINAL TRICARBONYL PRODUCTS FROM SINGLET OXYGEN REACTIONS. APPLICATION TO THE SYNTHESIS OF CARBACEPHAMS.
Wasserman, Harry H.,Han, William T.
, p. 3743 - 3746 (1984)
Vicinal tricarbonyl systems are readily formed by reacting β-dicarbonyl precursors with DMF acetal to form enamines which are then cleaved by photooxidation.This procedure may be applied to the formation of carbacephams.
Displacement of Dinitrogen by Oxygen: A Methodology for the Catalytic Conversion of Diazocarbonyl Compounds to Ketocarbonyl Compounds by 2,6-Dichloropyridine-N-oxide
Yu, Yang,Sha, Qiang,Cui, Hui,Chandler, Kory S.,Doyle, Michael P.
supporting information, p. 776 - 779 (2018/02/09)
Dirhodium(II) catalyzed dinitrogen extrusion from diazocarbonyl compounds by 2,6-dichloropyridine-N-oxide forms ketocarbonyl compounds in near-quantitative yields. Reactions occur at room temperature, and the pyridine product does not coordinate with dirhodium(II) to inhibit catalysis. Anhydrous tricarbonyl compounds, as well as dicarbonyl compounds, are conveniently prepared by this methodology, and they have been used in situ for catalytic ene and aldol transformations.
Highly enantioselective carbonyl-ene reactions of 2,3-diketoesters: Efficient and atom-economical process to functionalized chiral α-hydroxy-β-ketoesters
Truong, Phong M.,Zavalij, Peter Y.,Doyle, Michael P.
, p. 6468 - 6472 (2014/06/24)
Carbonyl-ene reactions of 2,3-diketoesters catalyzed by [Cu{(S,S)-tBu-box}](SbF6)2 [box=bis(oxazoline)] generate chiral α-functionalized α-hydroxy-β-ketoesters in up to 94% yield and 97% ee. The 2,3-diketoesters are conveniently accessed from the corresponding α-diazo-β-ketoester, and a catalyst loading as low as 1.0 mol% can be achieved.
