118487-52-8Relevant academic research and scientific papers
A sustainable byproduct catalyzed domino strategy: Facile synthesis of α-formyloxy and acetoxy ketones via iodination/nucleophilic substitution/hydrolyzation/oxidation sequences
Zhu, Yan-Ping,Gao, Qing-He,Lian, Mi,Yuan, Jing-Jing,Liu, Mei-Cai,Zhao, Qin,Yang, Yan,Wu, An-Xin
supporting information; experimental part, p. 12700 - 12702 (2012/01/03)
The sustainable byproduct catalyzed domino strategy has been performed for the facile synthesis of α-formyloxy and acetoxy ketones via iodination/nucleophilic substitution/hydrolyzation/oxidation sequences from simple and readily available aromatic ketone
On the baker's yeast mediated transformation of α-bromoenones. Synthesis of (1S,2R)-2-bromoindan-1-ol and (2s,3s)-3-bromo-4-phenylbutan-2- ol
Aleu, Josephina,Fronza, Giovanni,Fuganti, Claudio,Perozzo, Valentina,Serra, Stefano
, p. 1589 - 1596 (2007/10/03)
Fermenting baker's yeast converts α-bromo substituted enones 7 and 10 into enantiomerically pure (1S,2R)2-bromoindan-1-ol 3 and (2S,3S)-3-bromo-4- phenylbutan-2-ol 11, respectively, through the intermediacy of the corresponding saturated ketones. Structurally related 16 provides the (2R)- allylic alcohol 17 prevalently.
Oxidation of Diethyl ω-Phenylalkenylmalonates by High Valent Metal Salts.
Citterio, Attilio,Sebastiano, Roberto,Nicolini, Marco
, p. 7743 - 7760 (2007/10/02)
The oxidation of diethyl ω-phenylakenylmalonates by Mn(III) acetate in acetic acid and Fe(III) perchlorate nonahydrate in acetonitrile or acetonitrile/acetic anhydride is investigated.Diethyl cinnamylmalonates 1, 2 and 3 afford intramolecular addition products to the double bond (cyclopropanes 10) and to the aromatic ring (tetrahydronaphthalenes 8 or 9).A mechanism based on a fast and reversible 3-exo-trig-addition of malonyl radicals leading to cis-trans equilibration of the double bond, followed by competition between oxidation of benzyl radicals and intramolecular aromatic substitution, is suggested.Trapping experiments with styrene and metal ions elucidate some of the kinetic parameters involved.Similarly, compounds 4 and 5 are oxidized by Mn(III)/AcOH and FEP/AN to 4- and 5-exo-trig- cyclization products.In contrast, an outer-sphere electron-transfer mechanism suggested in the oxidation of 1, 4 and 5 at the styrenic double bond by FEP/AN-Ac2O and of benzalketones 6 and 7 by Mn(III)/AcOH to α-oxygenation products 21 - 22.
Functional Group Hybrids. Reactivity of α'-Nucleofuge α,β-Unsaturated Ketones. 1. Reactions with Organocopper Reagents
Barbee, Thomas R.,Albizati, Kim F.
, p. 6764 - 6773 (2007/10/02)
A series of α-nucleofuge α',β'-unsaturated ketones encompassing a variety of structural types and nucleofuges was prepared.Treatment of these compounds with lithium dimethylcuprate or methylcopper leads primarily to either reductive cleavage of the α-nucl
Oxidation by Cobalt(III) Acetate. Part 11. Oxidation of Conjugated Dienes by Cobalt(III) Acetate in Acetic Acid
Morimoto, Takashi,Hirano, Masao,Enokida, Takashi,Isomoto, Akihito,Hamaguchi, Takayoshi,Zhung, Xumin
, p. 1531 - 1536 (2007/10/02)
The oxidation of aliphatic and aromatic conjugated dienes by cobalt(III) acetate in acetic acid has been investigated.Open chain dienes were amoothly oxidized by cobalt(III) acetate to give vic-diol derivatives.Cyclo-octadiene was slowly converted into al
OXIDATIVE ACETOXYLATION OF THE SILYL ETHERS OF KETONE ENOLS
Brunovlenskaya, I. I.,Kusainova, K. M.,Kashin, A. K.
, p. 316 - 320 (2007/10/02)
The reaction of (diacetoxyiodo)benzene with the trimethylsilyl ethers of ketone enols takes place with retention of the (CH3)3Si group in two directions, i.e., substitution of the vinylic hydrogen or diacetoxylation of the double bond.The reaction can be
