1121-84-2Relevant articles and documents
CH3ReO3/H2O2 in room temperature ionic liquids: An homogeneous recyclable catalytic system for the Baeyer-Villiger reaction
Bernini, Roberta,Coratti, Antonietta,Fabrizi, Giancarlo,Goggiamani, Antonella
, p. 8991 - 8994 (2003)
The Baeyer-Villiger oxidation of cyclic ketones can be effected by methyltrioxorhenium/hydrogen peroxide in the ionic liquid [bmim]BF4. After simple extraction of the lactone with diethyl ether, the catalyst can be repeatedly recycled and efficiently reused for the lactonisation process in the same reaction medium.
A volatile lactone of Hymenoscyphus pseudoalbidus, pathogen of European ash dieback, inhibits host germination
Citron, Christian A.,Junker, Corina,Schulz, Barbara,Dickschat, Jeroen S.
, p. 4346 - 4349 (2014)
The largely unknown secondary metabolism of the plant pathogenic fungus Hymenoscyphus pseudoalbidus was investigated by use of the CLSA method. A set of volatile lactones was identified by GC/MS. The lactones were synthesized and used in bioassays in which one of the compounds was found to be a strong germination inhibitor for ash seeds, causing necroses in the plant tissue. The largely unknown secondary metabolism of the plant pathogenic fungus Hymenoscyphus pseudoalbidus was investigated by use of the closed-loop stripping apparatus (CLSA) method. A set of volatile lactones was identified by GC/MS. The lactones were synthesized and used in bioassays in which one of the compounds was found to be a strong germination inhibitor for ash seeds.
Asymmetric conjugate addition of grignard reagents to pyranones
Mao, Bin,Fa?anás-Mastral, Martín,Feringa, Ben L.
, p. 286 - 289 (2013)
An efficient enantioselective synthesis of lactones was developed based on the catalytic asymmetric conjugate addition (ACA) of alkyl Grignard reagents to pyranones. The use of 2H-pyran-2-one for the first time in the ACA with Grignard reagents allows for a variety of further transformations to access highly versatile building blocks such as β-alkyl substituted aldehydes or β-bromo-γ-alkyl substituted alcohols with excellent regio-and stereoselectivity.
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Sayer,Emery
, p. 184,189 (1968)
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Ruthenium-Promoted Acceptorless and Oxidant-Free Lactone Synthesis in Aqueous Medium
Bhatia, Anita,Kannan, Muthukumar,Muthaiah, Senthilkumar
supporting information, p. 721 - 725 (2019/03/26)
Ruthenium-catalyzed formation of lactones from diols in aqueous medium has been demonstrated. 1,3,5-Triazaphosphaadamantane (PTA) included water-soluble ruthenium complexes [RuCl 2 (PPh 3)(2,6-Py-(CH 2 -PTA) 2 ]·2Br and [RuCl 2 (PPh 3) 2 (2-PyCH 2 PTA)]·Br in the presence of KOH were found to be efficient for the synthesis of lactones from diols. The reported synthetic protocol is green as it uses water as solvent, avoids the use of any hydrogen acceptor/oxidant, and produces hydrogen as the only side product. Mechanistic studies revealed that lactone formation involved aldehyde intermediate and followed dehydrogenative pathway.
Stereoselective Synthesis of Cyclohexanes via an Iridium Catalyzed (5 + 1) Annulation Strategy
Akhtar, Wasim M.,Armstrong, Roly J.,Frost, James R.,Stevenson, Neil G.,Donohoe, Timothy J.
supporting information, p. 11916 - 11920 (2018/09/27)
An iridium catalyzed method for the synthesis of functionalized cyclohexanes from methyl ketones and 1,5-diols is described. This process operates by two sequential hydrogen borrowing reactions, providing direct access to multisubstituted cyclic products with high levels of stereocontrol. This methodology represents a novel (5 + 1) strategy for the stereoselective construction of the cyclohexane core.
