20568-06-3Relevant academic research and scientific papers
Sonochemical switching from Ionic to Radical Pathways in the Reactions of Styrene and trans-β-Methylstyrene with Lead Tetraacetate
Ando, Takashi,Bauchat, Patrick,Foucaud, Andre,Fujita, Mitsue,Kimura, Takahide,Sohmiya, Hajime
, p. 6379 - 6382 (1991)
The reactions of sryrene and trans-β-methylstyrene with lead tetraacetate in acetic acid are greatly influenced by ultrasonic irradiation to give products resulting mostly from radical chain pathways, whereas mechanical agitation gives products only from ionic processes.
The Site of the Sonochemically-Initiated Radical Reaction of Lead Tetraacetate with β-Methylstyrene
Kimura, Takahide,Fujita, Mitsue,Sohmiya, Hajime,Ando, Takashi
, p. 55 - 56 (1995)
The effective temperature of the radical propagation step of the ultrasonically accelerated reaction of lead tetraacetate with β-methylstyrene was thermodynamically determined as close to the ambient temperature of the bulk liquid.
Nucleo-Palladation-Triggering Alkene Functionalization: A Route to γ-Lactones
Zheng, Meifang,Chen, Pengquan,Huang, Liangbin,Wu, Wanqing,Jiang, Huanfeng
supporting information, p. 5756 - 5759 (2017/11/10)
An unprecedented strategy for the highly effective synthesis of γ-lactones from homoallylic alcohols was achieved by palladium catalysis in one step. The protocol affords aryl, alkyl, and spiro γ-lactones directly from readily available homoallylic alcohols in good yields with excellent functional group tolerance and high chemoselectivity under mild conditions.
Direct lactone formation by using hypervalent iodine(III) reagents with KBr via selective C-H abstraction protocol
Dohi, Toshifumi,Takenaga, Naoko,Goto, Akihiro,Maruyama, Akinobu,Kita, Yasuyuki
, p. 3129 - 3132 (2008/02/09)
We have developed a new and reliable method for the direct construction of biologically important aryl lactones and phthalides from carboxylic and benzoic acids, using a combination of hypervalent iodine(III) reagents with KBr.
Preparation of titanated alkoxyallenes from 3-alkoxy-2-propyn-1-yl carbonates and (η2-propene)Ti(O-i-Pr)2 as an efficient ester homoaldol equivalent
Hanazawa, Takeshi,Okamoto, Sentaro,Sato, Fumie
, p. 2369 - 2371 (2007/10/03)
(equation presented) 3-Alkoxy-2-propyn-1-yl carbonates (2) react with a divalent titanium reagent (η2-propene)Ti(O-i-Pr)2 to afford titanated alkoxyallenes 1 which, in turn, react with aldehydes regiospecifically to provide the corresponding γ-addition products in good to excellent yields, thus affording a convenient method for synthesizing γ-hydroxy esters 3 and/or γ-butyrolactones 4.
Regio- and Stereochemistry in Electrophilic Reactions of 2-Propenyl-1,3-dithiane 1-Oxide
Fang, Jim-Min,Chou, Wen-Chih,Lee, Gene-Hsiang,Peng, Shie-Ming
, p. 5515 - 5519 (2007/10/02)
The unsymmetrical allyllithium generated from 2-propenyl-1,3-dithiane 1-oxide (2) reacted at the α-site with halides and most of the carbonyl compounds tried.The α-addition reactions occurred predominantly on the face syn to the sulfinyl group.The α-syn a
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.
γ-BUTYROLACTONE AUS METALLIERTEN ENAMINEN
Costisella, Burkard,Gross, Hans,Schick, Hans
, p. 733 - 736 (2007/10/02)
Enamines of type 1 with anion-stabilizing substituents a are available by Horner-reaction of suitable phosphonates aldehydes.Deprotonation of 1 gives aminoallyl anions 2, which react with carbonyl compounds (depending on a) either to butyrolactones 8 resp. 10 or to 6-membered lactons 13.This process amounts to synthesis of lactones from two carbonyl compounds and an α-aminosubstituted phosphonate.
