62059-58-9

Upstream product

• 628-71-7 1-Heptyne 
• 100-52-7 benzaldehyde 
• 54573-13-6 1-iodo-hept-1-yne 
• 66-25-1 hexanal 

Downstream Products

• 29478-39-5 (E)-1-phenyloct-1-en-3-one 
• 1027919-53-4 4,4'-di(piperidin-1-yl)-1,1'-binaphthyl 
• 1138140-71-2 N-(1-phenyloct-2-ynyl)benzenesulfonamide 
• 1261268-20-5 methyl (E)-3-(1-phenyloct-2-ynyloxy)acrylate 
• 27259-10-5 1-phenyloct-2-yn-1-one 

Relevant academic research and scientific papers

Harnessing Nucleophilicity of Allenol Ester with p-Quinone Methides via Gold Catalysis: Application to the Synthesis of Diarylmethine-Substituted Enones

A gold(I)-catalyzed protocol for intermolecular 1,6-conjugate addition of nucleophilic allenol ester generated in situ through [3,3]-sigmatropic rearrangement with p-quinone methides (p-QMs) has been developed. The gold catalyst plays a dual role by the acid-triggered activation of alkynes and at the same time as a Lewis acid for activation of p-QMs toward nucleophilic attack. This method enables rapid access to a wide range of densely functionalized diarylmethine-substituted enones, a Morita-Baylis-Hillman (MBH) product with high selectivity, excellent yields, and broad substrate scope.

Control of the Regioselectivity in Cobalt- versus Ruthenium-Catalyzed Alder-ene Reaction of Unsymmetrical 1,3-Diynes

The Alder-ene reaction of trialkylsilyl-substituted 1,3-butadiynes with terminal alkenes was investigated utilizing a cobalt-based catalyst, and the results were compared with Alder-ene rections catalyzed by the [CpRu(H3CCN)3]PF6 catalyst. Obviously, the two catalysts gave complementary results of yn-dienes differing in the site where the new carbon-carbon bond was formed. Of particular interest are observations concerning the double bond migration within the alkene component. While simple alkenes gave exclusively the E-configuration, the application of 3-buten-1-ol resulted in the corresponding Z-double bond, indicating that the hydroxyl group acts as donor coordinating to the cobalt center and thereby altering the reaction pathway.

Tandem Benzylic Oxidation/Dihydroxylation of α-Vinyl- and α-Alkenylbenzyl Alcohols

A de novo tandem benzylic oxidative dihydroxylation of α-vinyl- and α-alkenylbenzyl alcohols has been developed to give α,β-dihydroxypropiophenones (=2,3-dihydroxy-1-phenylpropan-1-ones) and α,β-dihydroxyalkyl phenones. This method was shown to be substrate-selective and specific for the oxidation of benzylic alcohols.

Ynones Merge Activation/Conjugate Addition of Chalcogenoborates ArE-Bpin (E=Se, S)

The "pull-push" effect of the Bpin moiety in ArE-Bpin reagents (E=Se, S) is demonstrated by the Lewis acid interaction with the carbonyl group of ynones and the concomitant delivery of ArSe or ArS to the electron-deficient alkyne with impressive stereosel

Room temperature lewis base-catalyzed alumination of terminal alkynes

An efficient and mild access to mixed dimethylalkynylaluminum reagents has been developed via a direct Lewis base-catalyzed alumination of terminal alkynes by trimethylaluminum. The use of bis(trimethylsilyl)methylamine enables the metalation at room temp

Zinc-mediated alkynylation of carbonyl compounds with iodoalkynes: a facile synthesis of propargyl alcohols

A straightforward synthesis of propargyl alcohols from alkynyl iodides and carbonyl compounds using zinc is described.

Synthesis and reactivity of mixed alkynylalanes by direct triethylamine-catalyzed alumination of terminal alkynes

(Equation Presented) Terminal alumination of alkynes by DIBALH or trimethylaluminum can be performed in a simple manner in the presence of a small amount of triethylamine. This new Lewis-base-catalyzed process delivers mixed alkynyldialkylalanes of great

A straightforward, efficient and versatile preparation of propargylic alcohols from 1-alkynes and aldehydes via GaI3 and amine

The straightforward additions of 1-alkynes to aldehydes in the presence of GaI3 and an amine give propargylic alcohol in moderate to high yields.