Tetrahedron

α-Nitrocycloalkanones as a new source for the one-pot synthesis of functionalized 1, 4-diketones, γ-oxoaldehydes, γ-ketoesters, and methyl ω-oxoalkanoates

R Ballini, G Bosica, F Gigli

Index: Ballini, Roberto; Bosica, Giovanna; Gigli, Fabiola Tetrahedron, 1998 , vol. 54, # 26 p. 7573 - 7580

Full Text: HTML

Citation Number: 24

Abstract

Methyl ω-oxoalkanoates were obtained via ring cleavage of α-nitrocycloakanones by refluxing these compounds in a methanolic solution of KOH, then treating the obtained mixture, at 0° C, with an aqueous solution of KMnO 4MgSO 4. 1, 4-Diketones, γ- oxoaldehydes, and γ-ketoesters were also prepared by conjugated addition of α- nitrocycloakanones to the appropriate conjugated enones, in MeOH Ph 3P, then by, in situ ...

Related Articles:

Studies in lipid mimics. Synthesis and carbon-13 relaxation time measurements (T1 values) of methyl esters of. omega.-(2-anthryl) alkanoic acids

[Waugh, Kristy M.; Berlin, K. Darrell Journal of Organic Chemistry, 1984 , vol. 49, # 5 p. 873 - 878]

Rapid Access to β??Trifluoromethyl??Substituted Ketones: Harnessing Inductive Effects in Wacker??Type Oxidations of Internal Alkenes

[Wickens, Zachary K.; Morandi, Bill; Grubbs, Robert H. Angewandte Chemie - International Edition, 2013 , vol. 52, # 43 p. 11257 - 11260 Angew. Chem., 2013 , vol. 125, # 43 p. 11467 - 11470]

Catalytic effect of a BH 3: N, N-diethylaniline complex in the formation of alkenyl catecholboranes from alk-1-ynes and catecholborane

[Suseela, Yantrapragada; Prasad, A. S. Bhanu; Periasamy, Mariappan Journal of the Chemical Society, Chemical Communications, 1990 , # 6 p. 446 - 447]

Solvolytic cleavage of alkenylpentafluorosilicates catalyzed by copper (II) acetate. A stereoselective synthesis of (E)-alkenyl ethers from alkynes

[Tamao, Kohei; Kakui, Toshio; Kumada, Makoto Tetrahedron Letters, 1980 , vol. 21, p. 4105 - 4108]

Catalytic effect of a BH 3: N, N-diethylaniline complex in the formation of alkenyl catecholboranes from alk-1-ynes and catecholborane

[Suseela, Yantrapragada; Prasad, A. S. Bhanu; Periasamy, Mariappan Journal of the Chemical Society, Chemical Communications, 1990 , # 6 p. 446 - 447]

More Articles...