83021-58-3

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• 1056279-88-9 C₁₈H₁₉ClS 
• 75-16-1 methylmagnesium bromide 
• 110-43-0 n-pentyl methyl ketone 
• 92776-45-9 hept-3-en-2-ylbenzene 
• 1146953-19-6 (Z)-1-phenyl-1-phenylsulfonyl-1-hexene 

Relevant academic research and scientific papers

Iron-Catalyzed Tunable and Site-Selective Olefin Transposition

The catalytic isomerization of C-C double bonds is an indispensable chemical transformation used to deliver higher-value analogues and has important utility in the chemical industry. Notwithstanding the advances reported in this field, there is compelling demand for a general catalytic solution that enables precise control of the C═C bond migration position, in both cyclic and acyclic systems, to furnish disubstituted and trisubstituted alkenes. Here, we show that catalytic amounts of an appropriate earth-abundant iron-based complex, a base and a boryl compound, promote efficient and controllable alkene transposition. Mechanistic investigations reveal that these processes likely involve in situ formation of an iron-hydride species which promotes olefin isomerization through sequential olefin insertion/β-hydride elimination. Through this strategy, regiodivergent access to different products from one substrate can be facilitated, isomeric olefin mixtures commonly found in petroleum-derived feedstock can be transformed to a single alkene product, and unsaturated moieties embedded within linear and heterocyclic biologically active entities can be obtained.

Method for stereoselective synthesis of (E)-trisubstituted olefin

Belonging to the technical field of metal catalytic synthesis, the invention discloses a method for stereoselective synthesis of (E)-trisubstituted olefin. The method includes: taking 1, 1-disubstituted olefin as the raw material, and adopting a combination of CoX2 and PAO ligand as the catalyst; and in the presence of an activating reagent, carrying out reaction for 0.5min-48h at a temperature ranging from -30DEG C to 80DEG C to prepare (E)-trisubstituted olefin. Compared with the prior art, the method has the advantages of more economical, efficient and environment-friendly catalyst, good tolerance of the reaction functional group, mild reaction conditions, simple operation, no need for participation of additional reagents, and atom economy of 100%. In addition, the reaction has no needof any other toxic transition metal (like ruthenium, rhodium, palladium, etc.) salt, therefore the method has great practical application value in pharmaceutical and food chemical industry.

Stereoselective formation of trisubstituted vinyl boronate esters by the acid-mediated elimination of α-hydroxyboronate esters

The copper-catalyzed diboration of ketones followed by an acid-catalyzed elimination leads to the formation of 1,1-disubstituted and trisubstituted vinyl boronate esters with moderate to good yields and selectivity. Addition of tosic acid to the crude diboration products provides the corresponding vinyl boronate esters upon elimination. The trisubstituted vinyl boronate esters are formed as the (Z)-olefin isomer, which was established by subjecting the products to a Suzuki-Miyaura coupling reaction to obtain alkenes of known geometry.

One-Pot Stereoselective Synthesis of (Z)-1,2-Disubstituted vinyl sulfones by hydrostannylation-stille tandem reaction of acetylenic sulfones

(Z)-1,2-Disubstituted vinyl sulfones can be stereoselectively synthesized in one pot under mild conditions, in good yields, by the palladium-catalyzed hydrostannylation of acetylenic sulfones with tributyltin hydride, followed by Stille coupling with aryl

A one-pot, stereoselective synthesis of (Z)-1,2-disubstituted vinyl sulfides by sequential hydrostannylation and Stille reaction of acetylenic sulfides with tributyltin hydride and then with aryl iodides

(Z)-1,2-Disubstituted vinyl sulfides can be stereoselectively synthesised in one pot under mild conditions, in good yields, by the palladium-catalysed hydrostannylation of acetylenic sulfides, followed by Stille coupling with aryl iodides.