146330-82-7

Upstream product

• 81028-03-7 (Z)-4-benzyloxy-but-2-en-1-ol 
• 100-39-0 benzyl bromide 
• 764-60-3 hex-2-yn-1-ol 
• 925-90-6 ethylmagnesium bromide 
• 107691-95-2 (Z)-(((4-chlorobut-2-en-1-yl)oxy)methyl)benzene 
• 928-94-9 (Z)-2-hexen-1-ol 
• 928-95-0 (E)-2-Hexen-1-ol 
• 481014-56-6 (±)-benzyl penta-2,3-dienoate 

Relevant academic research and scientific papers

Z-Selective alkyne semi-hydrogenation catalysed by piano-stool N-heterocyclic carbene iron complexes

NHC iron(ii) piano-stool complexes catalyse the selective semi-hydrogenation of alkynes to alkenes using silanes as reducing agents. Aromatic terminal alkynes are converted to styrenes without over-reduction to ethylbenzene derivatives. Furthermore, internal aryl alkynes afford cis-alkenes with excellent Z-selectivity.

Supported gold nanoparticles catalyzed: Cis -selective semihydrogenation of alkynes using ammonium formate as the reductant

TiO2 supported gold nanoparticles with low loading (0.5 mol%) are able to semihydrogenate non-fluorinated and gem-difluorinated alkynes to cis-alkenes with high selectivity, using cost-effective and easy-to-handle ammonium formate as the reductant. No over-reduction was observed. The good recyclability of Au/TiO2 allows for "green" semireduction of alkynes. A difluorinated pyran and α,β-unsaturated δ-lactone were easily prepared from the obtained gem-difluoro alkene building blocks.

Gold-Catalyzed, SN1-Type Reaction of Alcohols to Afford Ethers and Cbz-Protected Amines

The use of a gold-catalyzed, microwave protocol to activate alcohols through an intermolecular, SN1-type reaction to directly form unsymmetrical ethers and N-benzyloxy carbamate- (Cbz) protected amines is reported. Results have shown this reaction to be highly reproducible and tolerant of moisture, and moderate to high product yields (53-99%) were obtained. Significantly, the intermolecular catalytic amination of alcohols to directly afford Cbz-protected amines is heretofore unprecedented using gold catalysis.

A convenient titanium-mediated intermolecular alkyne-carbonate coupling reaction

A direct diastereoselective titanium-mediated intermolecular coupling of internal alkynes with dialkyl carbonates under Kulinkovich-type reaction conditions is presented. The influence of the structures of the coupling partners on the yields and regioselectivities of this transformation is described.

Titanium-mediated carboxylation of alkynes with carbon dioxide

The regioselective carboxylation of nonactivated internal alkynes can be performed with carbon dioxide under atmospheric pressure using a simple procedure based on the chemistry of Sato-type diisopropyloxytitanacyclopropenes. Various polysubstituted vinylcarboxylic acids and butenolides can be prepared in this way. In addition, this paper describes an experimental protocol for the preparation of solutions of (η2-cyclopentene)diisopropyloxytitanium. This complex also reacts with carbon dioxide, and mediates pinacol coupling of acetophenone. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003.

The reaction of dialkoxytitanacyclopropanes and dialkoxytitanacyclopropenes with carbon dioxide

Dialkoxytitanacyclopropanes and dialkoxytitanacyclopropenes react with one molecule of carbon dioxide to afford diversely substituted carboxylic acids after hydrolysis.

First evidence for the formation of a geminal dizinc carbenoid: A highly stereoselective synthesis of 1,2,3-Substituted cyclopropanes

Significant amounts of novel gem-dizinc carbenoids (RZnCHIZnR) are formed when diethylzinc is mixed with iodoform in CH2Cl2 at 0 °C. This reagent was shown to be effective in the cyclopropanation of butenediol derivatives to generate

Regiochemical Control of the Ring Opening of 1,2-Epoxides by Means of Chelating Processes. 5. Synthesis and Reactions of Some 2,3-Epoxy-1-alkanol Derivatives

In order to study the effect of a remote polar functionality on the regiochemistry of the ring opening of aliphatic epoxides, the synthesis and some nucleophilic additions (methanolysis, azidolysis, and aminolysis) of suitable 2,3-epoxy-1-alkanol derivati

ALLYLATION OF GRIGNARD REAGENTS: ITS APPLICATION FOR THE SYNTHESIS OF (4E,7Z)-4,7-TRIDECADIENYL ACETATE, A SEX PHEROMONE OF POTATO TUBERWORM MOTH

Alkylmagnesium halides have been found to react with (Z)-4-benzyloxy-1-chloro-2-butene in presence of HMPA to produce a rearranged product 3-alkyl-4-benzyloxy-1-butene, while the absence of HMPA a normal product (Z)-1-alkyl-4-benzyloxy-2-butene resulted as the predominant product.Latter product has been utilized for the synthesis of (4E,7Z)-4,7-tridecadienyl acetate, a sex pheromone of potato tuberworm moth.