53750-14-4Relevant academic research and scientific papers
Acyl polysilanes: New acyl anion equivalents for additions to electron-deficient alkenes
Bower, Justin,Box, Matthew R.,Czyzewski, Michal,Goeta, Andres E.,Steel, Patrick G.
scheme or table, p. 2744 - 2747 (2009/11/30)
Silenes, generated through thermolysis of acylpolysilanes, add to α,β-unsaturated esters to form cyclobutanes and silylsubstituted cyclopropanes In moderate yields. Upon Si-C bond oxidation the cyclopropanes are converted directly to 1,4-dicarbonyl compou
Intermolecular hydroacylation of acrylate esters: A new route to 1,4-dicarbonyls
Willis,Sapmaz
, p. 2558 - 2559 (2007/10/03)
1,4-Dicarbonyl compounds can be prepared using a Rh(I) mediated hydroacylation reaction between (2-aminopicolyl)imines and acrylate esters followed by acid hydrolysis.
Oxidative Ring-Opening Reaction of Cyclopropanone Acetals with Carbonyl Compounds via Photoinduced Electron Transfer. Generation of a β-Carbonyl Radical Species and Its Application to the Synthesis of γ-Hydroxy Ester Derivatives
Abe, Manabu,Oku, Akira
, p. 3065 - 3073 (2007/10/02)
Photoinduced electron transfer (PET) reactions of 2-substituted or 2,2-disubstituted cyclopropanone methyl trialkylsilyl acetals 1a-e,g and 1-siloxy-2-oxabicyclohexane (1f) with carbonyl compounds 2 (benzophenone (2a), acetophenone (2b), 2-acetonaphthone (2c), 2-acetylpyridine (2d), 4-acetylbenzonitrile (2e), 2,3-butanedione (2f), and benzoyl cyanide (2g)) were examined in the presence of Mg(ClO4)2.Carbon-carbon bond coupling products (γ-hydroxy esters 3 or their derivative butyrolactones 4) between 1 and 2 were formed in good yields.A mechanism is proposed for the product formation which is initiated by the single electron transfer (SET) from 1 to the excited state of 2.The set generates a transient pair of ion radicals, i.e. a ring-opened sec- or tert-β-carbonyl radical from 1 and a ketyl radical ion from 2 stabilized by the Mg salt.This realizes a novel type of carbon-carbon bond formation at the sterically crowded β-position of propanoates.
Silyl Phosphites. XVIII. Versatile Utility of α-(Trimethylsilyloxy)-alkylphosphonates as Key Intermediates for Transformation of Aldehydes into Several Carbonyl Derivatives
Sekine, Mitsuo,Nakajima, Masashi,Kume, Akiko,Hashizume, Akio,Hata, Tsujiaki
, p. 224 - 238 (2007/10/02)
Carbonyl addition compounds of diethyl trimethylsilyl phosphite (DTMSP) with aldehydes were converted, by treatment with lithium diisopropylamide (LDA) followed by the successive alkylation and alkaline hydrolysis, to carbonyl derivatives involving aldehydes, unsymmetrical ketones, β,γ-unsaturated ketones, and carboxylic acids. β-Substituted carboxylic esters and γ-substituted lactones were prepared by use of the carbonyl addition compounds of DTMSP with α,β-unsaturated aldehydes.
