39491-68-4

Upstream product

• 588-73-8 (Z)-β-bromostyrene 
• 37490-22-5 2-[(E)-1-hexenyl]-1,3,2-benzodioxaborole 
• 187874-95-9 (Z)-1-hexenyldi(3-methyl-2-butyl)borane 
• 693-02-7 hex-1-yne 
• 14371-10-9 (E)-3-phenylpropenal 
• 71-41-0 pentan-1-ol 
• 21406-61-1 pentyltriphenylphosphonium bromide 
• 56962-83-5 Dicyclohexyl-((Z)-hex-1-enyl)-borane 
• 1119-64-8 1-bromohexyne 
• 38111-44-3 phenylzinc(II) bromide 
• 588-72-7 [(E)-2-bromoethenyl]benzene 
• 100-42-5 styrene 
• 592-41-6 1-hexene 

Downstream Products

• 1346745-35-4 1-phenyl-1,4-diacetoxy-2-octene 
• 1346745-33-2 1-phenyl-3,4-diacetoxy-1-octene 
• 1334604-35-1 C₁₈H₂₄O₄ 
• 1334604-36-2 C₁₈H₂₄O₄ 
• 1334604-33-9 C₁₈H₂₄O₄ 
• 1334604-34-0 C₁₈H₂₄O₄ 
• 1346745-34-3 1-phenyl-1,2-diacetoxy-3-octene 

Relevant academic research and scientific papers

Base-dependent formation of cis and trans olefins and their application in the synthesis of 5-oxo-ETE receptor antagonists

5-Oxo-ETE is the most potent eosinophil chemoattractant among lipid mediators. We have developed two 5-oxo-ETE receptor antagonists. In the course of the work, we have developed a procedure to selectively introduce a cis and trans double bond in an alkyl side chain. Reacting indolecarboxaldehydes with alkyl ylides using the Li base affords the trans olefins, whereas using the K base yields the cis olefins.

1-Methyl-1H-tetrazol-5-yl (MT) sulfones in the Julia-Kocienski olefination: Comparison with the PT and the TBT sulfones

The stability and the stereoselectivity of newly prepared n-pentyl 1-methyl-1H-tetrazol-5-yl (MT) sulfone 1a in the Julia-Kocienski reactions were compared with those of the PT sulfone 1b and the TBT sulfone 1c. The improved stability of the anion derived from the n-pentyl MT sulfone 1a enhanced the efficiency of the olefination reactions and gave higher yields of the product alkenes 3 compared with the PT sulfone 1b. Especially high E-selectivity and high yields were obtained from the reaction with aromatic aldehydes and α,β-unsaturated aldehydes. The selectivity of 1a was not so sensitive to the change of base counter ion compared with the PT sulfone 1b. The reaction of the MT sulfones having either ethyl or a longer alkyl chain also gave E-alkenes selectively in high yields.

Catalytic features of the reaction of oxidative cross-coupling of styrene and hexene-1

The reaction of oxidative cross-coupling of styrene and hexene-1 in the medium of ice acetic acid was studied in the presence of various active phases based on palladium deposited on carbon-containing carrying agents, activated carbon, fullerenes, astrale

Oxidative cross-coupling of styrene and 1-hexene in acetoxylation reaction conditions

Reaction of heterogeneous-catalytic coupling of styrene and 1-hexene in glacial acetic acid was studied for the first time.

Stereoselective synthesis of conjugated alkadienes via the palladium-catalyzed coupling reaction of (Z)-or (E)-alkenylboranes with (Z)-or (E)-2-halo-1-(alkylseleno)ethenes

The reaction of (E)-or (Z)-1-alkenyldicyclohexylboranes (1 or 2) with either (Z)-or (E)-2-halo-1-(alkylseleno)ethenes (3 or 4) in the presence of a catalytic amount of tetrakis (triphenylphosphine) palladium and sodium methoxide provides the corresponding

Polymer-bound palladium-catalyzed cross-coupling of organoboron compounds with organic halides and organic triflates

The polymer-bound palladium-catalyzed cross-coupling reaction of electrophiles (i.e., halides and triflates) with oganoboron compounds to form carbon-carbon bonds was achieved at mild conditions with very high activity in the Suzuki coupling reaction. The polymeric catalyst can be easily separated from a reaction mixture and reused more than 10 times with no decrease in activity.

Novel and Convenient Method for the Stereo- and Regiospecific Synthesis of Conjugated Alkadienes and Alkenynes via the Palladium-Catalyzed Cross-Coupling Reaction of 1-Alkenylboranes with Bromoalkenes and Bromoalkynes

Details of a new and general method for the stereo- and regiospecific synthesis of conjugated alkadienes and alkenynes are described.The reaction of (E)- or (Z)-1-alkenyldisiamylboranes, or 2-((E)-1-alkenyl)-1,3,2-benzodioxaboroles readily obtainable by hydroboration, with either (E)- or (Z)-1-alkenyl bromides in the presence of a catalytic amount of tetrakis(triphenylphosphine)palladium and bases such as sodium alkoxides gives the corresponding (E,E)-, (E,Z)-, (Z,E)-,or (Z,Z)-conjugated alkadienes stereo- and regiospecifically, while retaining the configurations of both the strating alkenylboranes and bromoalkenes.The reaction of (E)- and (Z)-1-alkenyldisiamylboranes with 1-bromoalkynes similarly provides a stereo- and regiospecific synthesis of conjugated (E)- and (Z)-alkenynes.A mechanism of this cross-coupling reaction, which involves the transmetalation between a 1-alkenylborane and an alkoxypalladium(II) complex generated through the metathetical displacement of a halogen atom from R(Pd(II)X with sodium alkoxide, is proposed.

A STEREOSPECIFIC SYNTHESIS OF CONJUGATED (E,Z)- AND (Z,Z)-ALKADIENES BY A PALLADIUM-CATALYZED CROSS-COUPLING REACTION OF 1-ALKENYLBORANES WITH 1-ALKENYL BROMIDES

The reactions of (Z)-1-alkenyldisiamylboranes with (Z)- or (E)-1-alkenyl bromides in the presence of a catalytic amount of tetrakis(triphenylphosphine)palladium and sodium ethoxide gave the corresponding conjugated (Z,Z)- or (Z,E)-alkadiene with high ster