65359-65-1

Upstream product

• 108-12-3 isopentanoyl chloride 
• 21382-82-1 (carbethoxyethylidene)triphenylphosphorane 
• 30018-16-7 (1-ethoxycarbonylethyl)triphenylphosphonium bromide 
• 54356-04-6 [(1-ethoxycarbonyl)ethylidene]triphenylphosphorane 

Downstream Products

• 1201593-49-8 3-methyl-5-(1-methylethyl)-4-phenylfuran-2(5H)-one 
• 1201593-51-2 4-(2-methoxyphenyl)-3-methyl-5-(1-methylethyl)furan-2(5H)-one 
• 1201593-50-1 4-[4-methyl-2-(1-methylethyl)-5-oxo-2,5-dihydrofuran-3-yl]benzonitrile 
• 1242433-68-6 3-methyl-5-(1-methylethyl)-4-(4-nitrophenyl)furan-2(5H)-one 
• 1242433-73-3 4-(3-bromophenyl)-3-methyl-5-(1-methylethyl)furan-2(5H)-one 
• 1242433-74-4 3-methyl-5-(1-methylethyl)-4-(4-methylphenyl)furan-2(5H)-one 
• 1242433-75-5 4-(4-hydroxyphenyl)-3-methyl-5-(1-methylethyl)furan-2(5H)-one 
• 1242433-72-2 4,4'-benzene-1,4-diylbis[3-methyl-5-(1-methylethyl)furan-2(5H)-one] 
• 1242433-80-2 3-methyl-5-(1-methylethyl)-4-(phenylethynyl)furan-2(5H)-one 
• 1242433-77-7 4-(4-azidophenyl)-3-methyl-5-(1-methylethyl)furan-2(5H)-one 
• 1242433-71-1 methyl 4-[4-methyl-2-(1-methylethyl)-5-oxo-2,5-dihydrofuran-3-yl]benzoate 
• 1242433-82-4 4-benzyl-3-methyl-5-(1-methylethyl)furan-2(5H)-one 
• 1242433-83-5 3-methyl-5-(1-methylethyl)-4-(phenylcarbonyl)furan-2(5H)-one 
• 1242433-70-0 4-[4-methyl-2-(1-methylethyl)-5-oxo-2,5-dihydrofuran-3-yl]benzaldehyde 

Relevant academic research and scientific papers

Manganese-Catalyzed C?H Annulation of Ketimines with Allenes: Stereoselective Synthesis of 1-Aminoindanes

A manganese-catalyzed C?H annulation of ketimines with poly-substituted ester-activated allenes toward the synthesis of 1-aminoindanes bearing two vicinal all-substituted carbon stereocenters and an exocyclic double bond was developed. The reaction featur

Diverging Pathways in the Activation of Allenes with Lewis Acids and Bases: Addition, 1,2-Carboboration, and Cyclization

The reactions of allenes with frustrated (or cooperative) Lewis acid/base pairs result in the 1,4-addition of the base pair to the allene. The reactions of allenyl ketones and esters just in the presence of the strong Lewis acid B(C6F5/su

A convenient allenoate-based synthesis of 2-quinolin-2-yl malonates and β-ketoesters

N-Protected o-aminobenzaldehydes smoothly react with α,γ-dialkylallenoates under Bronsted basic conditions to yield 2,3-disubstituted quinolines. This three-step reaction cascade of Michael addition, aldol condensation, and 1,3-N → C rearrangement uses the complete protecting group as a building block in a highly efficient C,C-bond formation of a new all-carbon quaternary center. Carbamate protected substrates (N-Boc, N-Cbz, N-Alloc) thus give 2-quinolin-2-yl-malonates, while amide protected substrates (N-Ac, N-Bz) afford 2-quinolin-2-yl-β-ketoesters in high yields.

Asymmetric olefin isomerization of butenolides via proton transfer catalysis by an organic molecule

An unprecedented enantioselective and general olefin isomerization was realized via biomimetic proton transfer catalysis with a new chiral organic catalyst. A broad range of mono- and disubstituted β,γ-unsaturated butenolides were transformed into the corresponding chiral α,β- unsaturated butenolides in high enantioselectivity and yield in the presence of as low as 0.5 mol % catalyst. Mechanistic studies have revealed the protonation as the rate-determining step.

Enantioselective gold(I)-catalyzed intramolecular (4+3) cycloadditions of allenedienes

Allene-tethered dienes (1) undergo an intramolecular and highly enantioselective (4+3) cycloaddition when treated with suitable chiral phosphoramidite/gold(I) catalysts (see scheme; Ar=9-anthracenyl). The reactions provide synthetically relevant [5.3.0] and [5.4.0] fused bicyclic systems 2 with good yields, complete diastereocontrol, and excellent enantioselectivities.

Scope and limitations of palladium-catalyzed cross-coupling reactions with organogold compounds

Five different alkenylgold(I) phosphane complexes were prepared and then investigated in [1,1′-bis(diphenylphosphino)ferrocene]palladium(II) dichloride-catalyzed cross-coupling reactions with different aryl halides, heterocyclic halides, an alkenyl halide, an alkynyl halide, allylic substrates, benzyl bromide and an acid chloride. With regard to the halides, the iodides were highly reactive, bromides or chlorides gave significantly reduced yields or failed, allylic acetates failed, too. The cross-coupling partners contained a number of different functional groups, while free carboxylic acids did not deliver cross-coupling products and o,o-disubstituted arenes failed as well, a broad range of other functional groups like nitro groups, nitrile groups, ester groups, α,β-unsaturated ester groups and lactones, aldehydes, alkoxy groups, pyridyl groups, thienyl groups, unprotected phenols and anilines, even aryl azides were tolerated. The structures of one alkenylgold(I) species and of four of the cross-coupling products were proved by crystal structure analyses.

Gold and palladium combined for cross-coupling

Gold and palladium-a unique liason: A study of the transmetalation abilities of organogold compounds builds the basis for a new class of cross-coupling reactions. Stable intermediates of gold catalysis deliver new complex products by a palladium-catalyzed coupling reaction, (see Scheme)

Highly regioselective fluorination and iodination of alkynyl enolates

(Chemical Equation Presented) A simple yet efficient approach to various functionalized quaternary α-alkynyl α-fluoro esters and γ-iodoallenoates from readily available allenoates through an alkynyl enolate intermediate generated by LDA is presented. Reac