200353-84-0Relevant academic research and scientific papers
Redox catalysis of halide ion for formal cross-dehydrogenative coupling: Bromide ion-catalyzed direct oxidative α-acetoxylation of ketones
Nagano, Takashi,Jia, Zhenhua,Li, Xingshu,Yan, Ming,Lu, Gui,Chan, Albert S. C.,Hayashi, Tamio
supporting information; experimental part, p. 929 - 931 (2011/01/09)
A novel catalytic approach for formal cross-dehydrogenative coupling using the redox property of bromide ion is reported. Simple bromide salts MBr can work as catalyst for direct oxidative α-acetoxylation of ketones.
Synthesis of α-acetoxy and formyloxy ketones by thallium(III) promoted α-oxidation
Lee,Jin,Choi
, p. 956 - 957 (2007/10/03)
Treatment of ketones with thallium(III) triflate in amide solvents at 60°C for 30 min followed by addition of small amounts of H2O cleanly provided the corresponding α-acyloxy ketones.
Synthesis and Rhizopus oryzae mediated enantioselective hydrolysis of α-acetoxy aryl alkyl ketones
Demir, Ayhan S.,Hamamci, Haluk,Tanyeli, Cihangir,Akhmedov, Idris M.,Doganel, Fatos
, p. 1673 - 1677 (2007/10/03)
Mn(OAc)3 oxidation of aromatic ketones afforded the α-acetoxy ketones in good yield. Selective hydrolysis of the acetoxy ketones by the fungus Rhizopus oryzae yields (R)-hydroxy ketones in high enantiomeric excess.
A facile synthesis of secondary α-alkoxy or α-acetoxy aromatic ketones
Lee, Jong Chan,Hong, Taiyoung
, p. 4085 - 4090 (2007/10/03)
The treatment of HNIB with aromatic ketones and subsequent solvolysis using alcohol or acetic acid in one-pot system makes it possible to give corresponding secondary α-alkoxy or α-acetoxy ketones in high yields.
Mechanisms for Manganese(III) Osidations with Alkenes
Fristad, William E.,Peterson, John R.,Ernst, Andreas B.,Urbi, Gordon B.
, p. 3429 - 3442 (2007/10/02)
In the reaction of manganese(III) acetate with carboxylic acids and alkenes, three distinct processes have been identified which involve the alkene and two processes which are independent of alkene.A combination of product studies, rearrangements, dilution experiments and literature kinetic data allow the proposal of a unified mechanistic picture to describe these processes.Specifically, the role of α-H acidity of the carboxylyic acid component, electron deficient radical additions, metal complexed organic radicals, and the importance of an oxo-centered manganese(III) triangle are discussed as they relate to the lactone annulation reaction.Single electron transfer oxidation of alkenes is described as a route toward 1,2-diacetates of alkenes within the 8.1-7.5 eV I.P. range.Three less common modes of Mn(III) reaction are discussed and compared with the two primary processes of lactone annulation and 1,2-diacetate formation.
