34877-78-6

Upstream product

• 536-74-3 phenylacetylene 
• 122-57-6 1-Phenylbut-1-en-3-one 
• 1833-53-0 2-(Trimethylsilyloxy)propene 
• 93321-44-9 1,3-diphenylprop-2-yn-1-yl acetate 
• 108-22-5 Isopropenyl acetate 
• 1817-49-8 1,3-diphenyl-1-propyn-3-ol 
• 59738-52-2 [(1,3-diphenyl-2-propynyl)oxy]-trimethylsilane 
• 94-02-0 ethyl 3-oxo-3-phenylpropionate 
• 1076-59-1 3-phenyl-4H-isoxazol-5-one 
• 1088-32-0 3-phenyl-4-(1-phenylmethylidene)-5-isoxazolone 
• 541-50-4 2-acetoacetic acid 
• 1239955-48-6 (R)-N,N-dimethyl-3,5-diphenylpent-4-ynethioamide 
• 917-54-4 methyllithium 
• 36298-61-0 3-phenyl-4-benzylideneisoxazol-5(4H)-one 

Downstream Products

• 1235886-28-8 C₂₄H₂₁N 
• 1587735-90-7 (E)-2-(isochroman-1-yl)-1,3-diphenylprop-2-en-1-one 

Relevant academic research and scientific papers

Ir-catalyzed substitution of propargylic-type esters with enoxysilanes

Propargylic-type acetates react readily with enoxysilanes in the presence of 1 mol % of [Ir(cod){P(OPh)3}2]OTf activated preliminarily with molecular H2 to give β-alkynyl ketones in high to excellent yields. Substitution a

Cooperative Catalysis with Coupled Chiral Induction in 1,3-Dipolar Cycloadditions of Azomethine Ylides

1,3-Dipolar cycloadditions (1,3-DC) between imino esters (as precursors of N-metallated azomethine ylides) and π-deficient alkenes are promoted by cooperative asymmetric Lewis acid/Br?nsted base catalysis. The components of these catalytic pairs are silver salts derived from enantiopure commercially available BINOL-based phosphoric acids and Cinchona alkaloids. Chiral phosphoric silver(I) salts promote HOMO raising of in situ formed 1,3-dipoles, whereas protonated cinchona alkaloids generate a LUMO lowering for the dipolarophiles resulting in a global acceleration of the 1,3-DC. The best results were obtained with BINOL-derived silver phosphate and hydrocinchonine. Matching between both cooperative metallo- and organocatalyst results in an enhanced enantiomeric excess, superior to that reached by both separate components. NOESY experiments and DFT calculations are compatible with a non-covalent interaction (hydrogen bond) between both catalysts, which results in close contacts and mutually coupled chiral environments.

An Aminocatalyzed Stereoselective Strategy for the Formal α-Propargylation of Ketones

A two-step reaction sequence is described for the asymmetric formal α-propargylation of ketones. This approach takes advantage of an aminocatalyzed conjugate addition of ketones to alkylidene isoxazol-5-ones, followed by a controlled nitrosative degradation event. The target compounds can be accessed in broad scope, in moderate to good yields, perfect diastereocontrol and good to excellent enantioselectivity.

Decarboxylative substitution of β-keto acids to benzylic alcohols catalyzed by molecular iodine

An efficient method for molecular iodine catalyzed decarboxylative substitution of β-keto acids with benzylic alcohols under mild conditions has been described and valuable α-functionalized ketones were obtained in good to excellent yields.

Michael Addition of Soft Carbon Nucleophiles to Alkylidene Isoxazol-5-ones: A Divergent Entry to β-Branched Carbonyl Compounds

A novel, divergent strategy toward the synthesis of β-branched (and linear) carbonyl compounds is developed by taking advantage of alkylidene isoxazol-5-ones as key building blocks. The yields obtained range from good to excellent, therefore making the described methods attractive options for building such molecules. (Chemical Equation).

Cooperative activation of alkyne and thioamide functionalities; Direct catalytic asymmetric conjugate addition of terminal alkynes to α,β-unsaturated thioamides

A detailed study of the direct catalytic asymmetric conjugate addition of terminal alkynes to α,β-unsaturated thioamides is described. A soft Lewis acid/hard Bronsted base cooperative catalyst, comprising [Cu(CH3CN)4]PF6,

InI3/me3sii-catalyzed direct alkylation of enol acetates using alkyl acetates or alkyl ethers

A combined Lewis acid of InI3 and Me3SiI was used to catalyze the direct coupling reactions of enol acetates with alkyl acetates or alkyl ethers without generating metal waste. The easily-handled alkylating reagents enlarged the application area of this coupling reaction. 2011 The Chemical Society of Japan.

InCl3/Me3SiBr-catalyzed direct coupling between silyl ethers and enol acetates

A combined Lewis acid catalyst of InCl3 and Me3SiBr promoted the direct use of enol acetates in the coupling with low-reactive silyl ethers, in which functional groups including ketones and aldehydes survived. Sterically hindered silyl ethers such as ROSiEt3, ROSiPh3, ROSit-BuMe2, and ROSii-Pr3 were also applicable.

1, 4-addition of terminal alkynes to conjugated enones in water using green catalyst bis[(l)prolinato-N,O]Zn-An environmentally benign protocol

An easy, low cost, and green procedure is proposed for the 1, 4-addition of terminal alkynes to conjugated enones in water as a sole medium using easily accessible Zn[(l)Proline]2. This protocol has advantages of high yield, mild reaction condi

A novel indium-catalyzed three-component reaction: General and efficient one-pot synthesis of substituted pyrroles

A convenient and general approach towards the synthesis of substituted pyrroles from propargylic acetates, silyl enol ethers, and primary amines was described. This novel transformation was catalyzed by indium trichloride in a one-pot synthesis, and high