31202-23-0Relevant articles and documents
O-arylation versus C-arylation: Copper-catalyzed intramolecular coupling of aryl bromides with 1,3-dicarbonyls
Fang, Yewen,Li, Chaozhong
, p. 6427 - 6431 (2006)
The copper-catalyzed intramolecular coupling of aryl bromides with 1,3-dicarbonyls via a six-membered ring closure was examined. With CuI (10 mol %) as the catalyst, N,N′-dimethylethylenediamine as the ligand, and Cs2CO3 as the base,
Selective synthesis of 1-, and 3-carbomethoxy 2-tetralol stereoisomers by microbial reduction of the corresponding tetralones
Abalain, Cecile,Buisson, Didier,Azerad, Robert
, p. 2983 - 2996 (1996)
The microbial reduction of β-ketoesters derived from 2-tetralone has been shown to produce good yields of 2-hydroxy-1-carboxy- or 3-hydroxy-2-carboxyesters. Baker's yeast invariably affords a high enantiomeric purity cis-hydroxyester, while fungi strains may produce, sometimes exclusively, cis- or trans- complementary stereochemistries. From a general survey of the baker's yeast reduction of cyclic β-ketoesters, a working model for predicting enantio- and diastereoselectivities of the reduction is proposed and discussed.
Mechanistic studies on the CAN-mediated intramolecular cyclization of δ-aryl-β-dicarbonyl compounds
Casey, Brian M.,Sadasivam, Dhandapani V.,Flowers II, Robert A.
, p. 1472 - 1479 (2013/08/23)
The synthesis of 2-tetralones through the cyclization of δ-aryl-β-dicarbonyl substrates by using CAN is described. Appropriately functionalized aromatic substrates undergo intramolecular cyclizations generating 2-tetralone derivatives in moderate to good yields. DFT computational studies indicate that successful formation of 2-tetralones from δ-aryl-β-dicarbonyl radicals is dependent on the stability of the subsequent cyclohexadienyl radical intermediates. Furthermore, DFT computational studies were used to rationalize the observed site selectivity in the 2-tetralone products.
Palladium catalysed bis- and tris-cyclisations furnishing fused cyclopropyl carbo/heterocycles
Grigg, Ronald,Sakee, Uthai,Sridharan, Visuvanathar,Sukirthalingam, Sukanthini,Thangavelauthum, Ravishanker
, p. 9523 - 9532 (2007/10/03)
Catalytic bis- and tris-cyclisation of a series of acyclic carbo- and heterocyclic precursors results in formation of two or three rings, two or three C-C bonds and two asymmetric tetrasubstituted C-centres regio- and stereoselectively in excellent yield.
