91861-49-3

Upstream product

• 14371-10-9 (E)-3-phenylpropenal 
• 36004-04-3 ethyl (E)-1-phenylbut-1-en-3-ol 
• 1896-62-4 (E)-benzalacetone 

Downstream Products

• 80927-48-6 (α-Methylcinnamyl)triphenylphosphoniumbromid 
• 41429-69-0 Triphenylphosphonium-cinnamylid 
• 80922-34-5 ((E)-4-Phenyl-buta-1,3-dienylidene)-propyl-amine 
• 80922-29-8 N-(2-Methyl-4-phenyl-1,3-butadienyliden)propylamin 
• 80922-28-7 N-(Propyl)styrylacetamid 
• 80922-31-2 ((E)-2-Methyl-4-phenyl-buta-1,3-dienylidene)-phenyl-amine 
• 80922-32-3 ((E)-2-Methyl-4-phenyl-buta-1,3-dienylidene)-p-tolyl-amine 
• 80922-43-6 ((Z)-1-Methyl-3-phenyl-allylidene)-triphenyl-λ⁵-phosphane 
• 80922-25-4 6-Anilino-5-methyl-1,3-diphenyl-2(1H)-pyridinon 
• 80922-26-5 5-Methyl-1-(4-methylphenyl)-6-(4-methylphenylamino)3-phenyl-2(1H)-pyridinon 
• 345623-23-6 N,N',2-Triphenyl-4-(triphenylphosphoranyliden)-2-pentendiamid 
• 200191-40-8 (E)-dimethyl 2-(4-phenylbut-3-en-2-yl)malonate 
• 1375536-79-0 (E)-4,4,5,5-tetramethyl-2-(2-methyl-4-phenylbut-3-en-1-yl)-1,3,2-dioxaborolane 
• 112528-98-0 (E)-(±)-2-methyl-4-phenylbut-3-enenitrile 

Relevant academic research and scientific papers

Copper(I)-Catalyzed Allylic Substitutions with a Hydride Nucleophile

An easily accessible copper(I)/N-heterocyclic carbene (NHC) complex enables a regioselective hydride transfer to allylic bromides, an allylic reduction. The resulting aryl- and alkyl-substituted branched α-olefins, which are valuable building blocks for synthesis, are obtained in good yields and regioselectivity. A commercially available silane, (TMSO)2Si(Me)H, is employed as hydride source. This protocol offers a unified alternative to the established metal-catalyzed allylic substitutions with carbon nucleophiles, as no adaption of the catalyst to the nature of the nucleophile is required.

Rapid Access to Thiolactone Derivatives through Radical-Mediated Acyl Thiol-Ene and Acyl Thiol-Yne Cyclization

A new synthetic approach to thiolactones that employs an efficient acyl thiol-ene (ATE) or acyl thiol-yne (ATY) cyclization to convert unsaturated thiocarboxylic acid derivatives into thiolactones under very mild conditions is described. The high overall yields, fast kinetics, high diastereoselectivity, excellent regiocontrol, and broad substrate scope of these reaction processes render this a very useful approach for diversity-oriented synthesis and drug discovery efforts. A detailed computational rationale is provided for the observed regiocontrol.

The synthesis of an aziridinyl analogue of unit A of cryptophycin-1

A novel analogue of unit A of cryptophycin-1 was prepared starting from commercial trans-cinnamaldehyde. The modifications introduced into the new structure related to the replacement of the epoxide with an aziridine moiety, and the inclusion of the 1,3-enone moiety into an aromatic ester frame through the synthesis of a key aromatic ketone. Asymmetry was induced during the later steps of the synthetic pathway. The optical purity of compounds was monitored by chiral HPLC and polarimetric measurements.