479214-02-3

Upstream product

• 104-53-0 3-phenyl-propionaldehyde 
• 536-74-3 phenylacetylene 
• 58458-85-8 trimethoxy(phenylethynyl)silane 
• 80783-99-9 N-methoxy-N-methylcinnamamide 
• 37845-36-6 (E)-1,5-diphenyl-1-penten-4-yn-3-one 

Relevant academic research and scientific papers

Asymmetric alkynylation of aldehydes catalyzed by an In(III)/BINOL complex

Asymmetric alkynylation of both aromatic and aliphatic aldehydes using catalytic amounts of In(III)/BINOL is described. Dual activation of both substrates due to the "bifunctional character" of the indium(III) catalyst enables a broad range of substrate generality with high enantioselectivity (83 to > 99% ee). Copyright

Asymmetric transfer hydrogenation of unsaturated ketones; factors influencing 1,4- vs 1,2- regio- and enantioselectivity, and alkene vs alkyne directing effects

A detailed study has been completed on the asymmetric transfer hydrogenation (ATH) of a series of enones using Ru(II) catalysts. Electron-rich rings adjacent to the C[dbnd]O group reduce the level of C[dbnd]O reduction compared to C[dbnd]C. The ATH reaction can readily discriminate between double and triple bonds adjacent to ketones, reducing the double bond but leaving a triple bond intact in the major product.

Dramatic enantioselectivity reversal in the propargylation of aldehyde with alkynyllithium catalyzed by dilithium binaphtholate derivatives

A slight structural modification of a chiral catalyst caused a dramatic reversal in the enantioselectivity of an aldehyde propargylation using alkynyllithium.

Enantioselective addition of organozinc reagents to carbonyl compounds catalyzed by a camphor derived chiral γ-amino thiol ligand

In this article, the design and synthesis of the chiral camphor derived γ-amino thiol ligand 17 and its application in catalytic enantioselective carbon-carbon forming reactions through the addition of organozinc reagents to carbonyl compounds is described. The catalytic activity and enantioselectivity of ligand 17 is demonstrated in the enantioselective addition of various organozinc reagents to aldehydes and ketoesters, offering the corresponding alcohols in high yields and enantioselectivities. The role of the mercapto group in the highly enantioselective 1,2-addition reaction of organozincs to aldehyde is also discussed.

Enantioselective alkynylation of carbonyl compounds with trimethoxysilylalkynes catalyzed by lithium binaphtholate

Enantioselective alkynylation of aldehydes and ketones was accomplished using trimethoxysilylalkynes as alkynylating reagents and lithium 3,3′-diphenylbinaphtholate as a catalyst. Optically active propargylic alcohols were obtained in good to high chemica

Gold catalyzed diastereoselective cascade allylation/enyne cycloisomerization to construct densely functionalized oxygen hetereocycles

(Equation Presented). A new tandem allylation/enyne cycloisomerization reaction was developed to construct densely functionalized oxygen hetereocycles with high diastereoselectivities from the intermolecular reaction of allylic acetates with propargylic a

Asymmetric synthesis of propargylic alcohols catalyzed by (-)-MITH

This investigation describes that in the presence of 2.5 mol % of (-)-2-exo-morpholinoisobornane-10-thiol (MITH) 1, catalytic asymmetric alkynylation of aldehydes gives enantioenriched propargylic alcohols with good enantioselectivities.

Enantioselective addition of alkynylzinc to arylaldehydes catalyzed by azetidino amino alcohols bearing an additional stereogenic center

Chiral azetidino amino alcohol ligands bearing an additional stereogenic center were readily prepared and used as catalysts for the asymmetric addition of alkynylzinc to aromatic aldehydes with enantioselectivities of up to 87% ee. The relationship betwee

Catalytic enantioselective addition of terminal alkynes to aromatic aldehydes using zinc-hydroxyamide complexes

A mandelamide ligand, derived from (S)-mandelic acid and (S)-phenylethanamine, catalyzes the addition of aryl-, alkyl- and silyl-alkynylzinc reagents to aromatic and heteroaromatic aldehydes with good yields and good to high enantioselectivities.

Chiral macrocycle-catalyzed highly enantioselective phenylacetylene addition to aliphatic and vinyl aldehydes

(Chemical Equation Presented) The 1,1′-binaphthyl macrocycle (S)-2 is found to be an excellent catalyst for the alkyne addition to aldehydes. In the presence of (S)-2 (20 mol %) and Me2Zn (2 equiv) in THF at room temperature, the addition of ph