111400-48-7Relevant academic research and scientific papers
Manganese(III) acetate-mediated alkylation of 1,3-dicarbonyls to form tricarbonyl compounds bearing a quaternary carbon centre
Bar, Gregory,Parsons, Andrew F.,Thomas, C. Barry
, p. 1069 - 1072 (2002)
1,3-Dicarbonyl compounds including ethyl 2-methylacetoacetate can be efficiently alkylated with enol ethers or enol esters in the presence of manganese(III) acetate. These intermolecular radical addition reactions can be used to form sterically congested quaternary carbon centres in excellent yield (81-97percent).
Asymmetric α-Alkylation of β-Ketocarbonyls via Direct Phenacyl Bromide Photolysis by Chiral Primary Amine
Zhang, Wenzhao,Zhu, Yunbo,Zhang, Long,Luo, Sanzhong
, p. 716 - 722 (2018)
Enantioselective α-photoalkylation of β-ketocarbonyls without any external photosensitizer was described in this work. The photoalkylation reactions, enabled solely by a chiral primary amine catalyst, provided convenient constructions of all-carbon quater
Cerium-catalyzed, aerobic oxidative synthesis of 1,2-dioxane derivatives from styrene and their fragmentation into 1,4-dicarbonyl compounds
Roessle, Michael,Werner, Thomas,Frey, Wolfgang,Christoffers, Jens
, p. 5031 - 5038 (2007/10/03)
1,4-Diketones were prepared by cerium-catalyzed oxidative coupling of styrene with molecular oxygen and 1,3-dicarbonyl compounds. This two-step sequence was performed as a one-pot procedure without isolation of the intermediate products. The first step is
Formation of 1,4-diketones by aerobic oxidative C-C coupling of styrene with 1,3-dicarbonyl compounds
Roessle, Michael,Werner, Thomas,Baro, Angelika,Frey, Wolfgang,Christoffers, Jens
, p. 6547 - 6549 (2007/10/03)
(Chemical equation presented). Convenient and direct: 1,4-Dicarbonyl compounds are readily obtained through a one-pot cerium-catalyzed oxidative C-C coupling in the presence of oxygen and subsequent fragmentation. The products are suitable precursors for
Manganese(III) acetate-mediated alkylation of β-keto esters and β-keto amides: An enantio- and diastereo-selective approach to substituted pyrrolidinones
Bar, Gregory,Parsons, Andrew F.,Thomas, C. Barry
, p. 373 - 380 (2007/10/03)
β-Keto esters and β-keto amides can be efficiently alkylated on reaction with enol ethers and manganese(III) acetate in the presence of copper(II) acetate. These intermolecular radical addition reactions can be used to construct quaternary carbon centres in excellent yield and this method has been utilised in a diastereoselective approach to substituted pyrrolidinones.
THE SYNTHESIS AND CHEMISTRY OF AZOLENINES. PART 18. PREPARATION OF 3-ETHOXYCARBONYL-3H-PYRROLES VIA THE PAAL-KNORR REACTION, AND SIGMATROPIC REARRANGEMENTS INVOLVING COMPETITIVE ESTER MIGRATIONS TO C-2, C-4 AND N.
Chiu, Pak-Han,Sammes, Michael P.
, p. 3439 - 3456 (2007/10/02)
3H-Pyrrole-3-carboxylic esters (4) have been prepared, in some cases together with isomers (5) and (6) having exocyclic double bonds, by cyclization of suitably substituted 2-ethoxycarbonyl-1,4-diketones (1) with liquid ammonia, followed by dehydration of the isolable 2-hydroxy-3,4-dihydro-2H-pyrrole intermediates (2) and (3) with aluminia in boiling solvents.Prolonged heating in toluene or p-xylene converts the 3H-pyrroles (4) quantitatively into isomeric 4-esters (11) and N-esters (13) of 1H-pyrroles via competitive sigmatropic rearrangements.Isolable intermediate 2H-pyrrole-2-carboxylic esters (12) are converted similarly into the same products, under the same conditions.Detection of 3H-pyrroles (4) as intermediates in the latter reaction demonstrates for the first time the reversibility of the thermal 2H-pyrrole to 3H-pyrrole interconversion.
