31771-12-7

Upstream product

• 23675-67-4 (4-methylpent-4-en-1-yn-1-yl)benzene 
• 67-56-1 methanol 
• 127704-41-0 (Z)-2-Bromo-4-methyl-1-phenyl-1,3-pentadiene 
• 160721-89-1 (Z)-2-Chloro-4-methyl-1-phenyl-1,3-pentadiene 
• 33603-90-6 (2Z)-2-bromo-3-phenyl-2-propenal 
• 33603-89-3 (Z)-2-chloro-3-phenyl-2-propenal 
• 1207762-17-1 C₁₆H₁₉N 
• 100-52-7 benzaldehyde 
• 78-80-8 2-methylbut-1-en-3-yne 
• 1207761-93-0 C₁₇H₂₁NO 
• 536-74-3 phenylacetylene 

Relevant academic research and scientific papers

Highly Enantioselective Synthesis Using Prolinol as a Chiral Auxiliary: Silver-Mediated Synthesis of Axially Chiral Vinylallenes and Subsequent (Hetero)-Diels-Alder Reactions

Using (S)-prolinol as a chiral auxiliary, axially chiral vinylallenes with excellent enantiopurity (up to >99% enantiomeric excess (ee)) were readily prepared from optically pure propargylamines in the presence of AgNO3 under microwave irradiation. Subsequent (hetero)-Diels-Alder reaction of these axially chiral vinylallenes with azodicarboxylates or maleimides on water demonstrates excellent axial-to-point chirality transfer (up to 99% ee).

Catalytic Regio- and Enantioselective Proton Migration from Skipped Enynes to Allenes

Chiral allenes are highly valuable as versatile synthetic intermediates and core skeletons of various functional organic molecules. Despite marked recent advances, the straightforward catalytic enantioselective synthesis of hydrocarbon allenes from readil

Mild-condition synthesis of allenes from alkynes and aldehydes mediated by tetrahydroisoquinoline (THIQ)

A practical 1,2,3,4-tetrahydroisoquinoline (THIQ)-mediated synthesis of 1,3-disubstituted allenes from terminal alkynes and aldehydes under mild conditions in the presence of CuBr first and then ZnI2 was reported. This telescoped allene synthes

Silver(i)-mediated highly enantioselective synthesis of axially chiral allenes under thermal and microwave-assisted conditions

Silver(i) salts mediated stereospecific transformation of optically active propargylamines to axially chiral allenes with excellent enantioselectivities (17 examples with 96-99% ee; one substrate with 91% ee) without subsequent racemization.

Electronic and Conformational Effects in the Photochemistry of α-Alkenyl-Substituted Vinyl Halides

The photochemical reactions in methanol of the vinylic halides 2-halo-1-phenyl-1,3-butadienes 1-3Z-X (β-halo-β-alkenylstyrenes) and 1-halo-1,2-diphenylethenes 4Z-X (α-halostilbenes), with X = Cl or Br, have been studied quantitatively.E/Z isomerization, dehydrohalogenation, nucleophilic substitution, a -halogen shift, a -hydrogen shift, and oxidation are observed as the primary reactions.No reductive dehalogenation products are formed.The efficiencies of product formation are dependent on the halogen used, the electron-donating capacity of the α-substituent, the ground state conformation of the starting material, and the wavelength of excitation.Apart from the photoinduced E/Z isomerization and the oxidation reaction typical for alkenes, product formation occurs exclusively via vinyl-cationic intermediates, which are formed upon photolytic cleavage of the carbon-halogen bond.These ionic species, or part of them, are present as vinyl cation/halide anion-pairs.