Warning: Undefined array key "mm" in /www/wwwroot/www.ai-bt.com/si.php on line 10 Deprecated: trim(): Passing null to parameter #1 ($string) of type string is deprecated in /www/wwwroot/www.ai-bt.com/si.php on line 10 Cu(II)-catalyzed aerobic hydroperoxidation of Meldrum's acid derivatives and application in intramolecular oxidation: a conceptual blueprint for O2/H2 dihydroxylation.

Literature DB >> 23163733

Cu(II)-catalyzed aerobic hydroperoxidation of Meldrum's acid derivatives and application in intramolecular oxidation: a conceptual blueprint for O2/H2 dihydroxylation.

Scott W Krabbe¹, Dung T Do, Jeffrey S Johnson.

Abstract

Aerobic hydroperoxidation of Meldrum's acid derivatives via a Cu(II)-catalyzed process is presented. The mild reaction conditions are tolerant to pendant unsaturation allowing the formation of endoperoxides via electrophilic activation. Cleavage of the O-O bond provides 1,n-diols with differentiation of the hydroxy groups.

Entities: Chemical Gene

Mesh：

Substances：

Year: 2012 PMID： 23163733 PMCID： PMC3518688 DOI： 10.1021/ol302848m

Source DB: PubMed Journal: Org Lett ISSN： 1523-7052 Impact factor: 6.005

31 in total

1. Manganese(III)-Based Oxidative Free-Radical Cyclizations.

Authors: Barry B. Snider
Journal: Chem Rev Date: 1996-02-01 Impact factor: 60.622

2. Redox economy in organic synthesis.

Authors: Noah Z Burns; Phil S Baran; Reinhard W Hoffmann
Journal: Angew Chem Int Ed Engl Date: 2009 Impact factor: 15.336

3. Asymmetric synthesis of α-keto esters via Cu(II)-catalyzed aerobic deacylation of acetoacetate alkylation products: an unusually simple synthetic equivalent to the glyoxylate anion synthon.

Authors: Kimberly M Steward; Jeffrey S Johnson
Journal: Org Lett Date: 2011-04-12 Impact factor: 6.005

4. Phosphine gold(I) bis-(trifluoromethanesulfonyl)imidate complexes as new highly efficient and air-stable catalysts for the cycloisomerization of enynes.

Authors: Nicolas Mézailles; Louis Ricard; Fabien Gagosz
Journal: Org Lett Date: 2005-09-15 Impact factor: 6.005

5. A combined spin trapping/EPR/mass spectrometry approach to study the formation of a cyclic peroxide by dienolic precursor autoxidation.

Authors: Mathilde Triquigneaux; Laurence Charles; Christiane André-Barrès; Béatrice Tuccio
Journal: Org Biomol Chem Date: 2010-01-21 Impact factor: 3.876

Cu(II)-catalyzed aerobic hydroperoxidation of Meldrum's acid derivatives and application in intramolecular oxidation: a conceptual blueprint for O2/H2 dihydroxylation.

1. Manganese(III)-Based Oxidative Free-Radical Cyclizations.

2. Redox economy in organic synthesis.

3. Asymmetric synthesis of α-keto esters via Cu(II)-catalyzed aerobic deacylation of acetoacetate alkylation products: an unusually simple synthetic equivalent to the glyoxylate anion synthon.

4. Phosphine gold(I) bis-(trifluoromethanesulfonyl)imidate complexes as new highly efficient and air-stable catalysts for the cycloisomerization of enynes.

5. A combined spin trapping/EPR/mass spectrometry approach to study the formation of a cyclic peroxide by dienolic precursor autoxidation.

6. A dinuclear palladium catalyst for α-hydroxylation of carbonyls with O2.

7. Meldrum's acids and 5-alkylidene Meldrum's acids in catalytic carbon-carbon bond-forming processes.

8. Manganese(III)-catalyzed facile direct hydroperoxidation of some heterocyclic 1,3-dicarbonyl compounds.

9. Diastereoselective zinc-catalyzed conjugate addition of alkynes.

10. Mn(III)-initiated facile oxygenation of heterocyclic 1,3-dicarbonyl compounds.

Review 1. Structural basis for endoperoxide-forming oxygenases.

2. Cyclization-endoperoxidation cascade reactions of dienes mediated by a pyrylium photoredox catalyst.