13140-17-5

Upstream product

• 1617-31-8 3-methylbut-3-enoic acid 
• 62-53-3 aniline 
• 201230-82-2 carbon monoxide 
• 513-42-8 3-hydroxy-2-methyl-1-propene 
• 3350-78-5 3,3-Dimethylacryloyl chloride 
• 13209-80-8 N-phenyl-3-methyl-2-butenamide 

Downstream Products

• 946082-45-7 3-cyano-3-methyl-N-phenylbutanamide 
• 1009091-35-3 3-azido-3-methyl-N-phenylbutanamide 
• 1415610-56-8 (R)-4-hydroxy-3-methylbutanoic acid phenyl amide 
• 1415610-42-2 (S)-3-methyl-4-phenylbutanoic acid phenyl amide 
• 1415610-43-3 (S)-4-(3-methoxyphenyl)-3-methylbutanoic acid phenyl amide 
• 1415610-44-4 (S)-3-methyl-4-(4-methylcarboxyphenyl)butanoic acid phenyl amide 

Relevant academic research and scientific papers

Catalytic, contra-Thermodynamic Positional Alkene Isomerization

The positional isomerization of C═C double bonds is a powerful strategy for the interconversion of alkene regioisomers. However, existing methods provide access to thermodynamically more stable isomers from less stable starting materials. Here, we report

Nickel-Catalyzed anti-Markovnikov Hydrodifluoroalkylation of Unactivated Alkenes

An efficient Ni-catalyzed hydrodifluoroalkylation of unactivated alkenes with bromodifluoroacetate by using PhSiH3 as hydride source was developed. The transformation affords aliphatic difluorides with anti-Markovnikov regioselectivity. A wide range of hi

Manganese-Catalyzed Hydroarylation of Unactivated Alkenes

Transition-metal-catalyzed hydroarylation of unactivated alkenes with strategic use of remote coordinating functional groups has received significant attention recently to address the issues of both low reactivity and poor selectivity. The bidentate 8-aminoquinoline amide group is the most successfully adopted in unactivated alkenes for Pd and Ni catalysis. We describe the first manganese-catalyzed hydroarylation of unactivated alkenes bearing diverse simple functionalities with arylboronic acids. A series of δ- and γ-arylated amides, ketones, pyridines, and amines was accessed with excellent regioselectivity and in high yields. Hydroalkenylation of unactivated alkenes was also shown to be applicable under this manganese-catalysis regime. The method features earth-abundant manganese catalysis, easily available substrates, broad functional-group tolerance, and excellent regioselective control.

Palladium-Catalyzed Aminocarbonylation of Allylic Alcohols

A benign and efficient palladium-catalyzed aminocarbonylation reaction of allylic alcohols is presented. The generality of this novel process is demonstrated by the synthesis of β,γ-unsaturated amides including aliphatic, cinnamyl, and terpene derivatives. The choice of ligand is crucial for optimal carbonylation processes: Whereas in most cases the combination of PdCl2with Xantphos (L6) gave best results, sterically hindered substrates performed better in the presence of simple triphenylphosphine (L10), and primary anilines gave the best results using cataCXium PCy (L8). The reactivity of the respective catalyst system is significantly enhanced by addition of small amounts of water. Mechanistic studies and control experiments revealed a tandem allylic alcohol amination/C?N bond carbonylation reaction sequence.

γ-Selective directed catalytic asymmetric hydroboration of 1,1-disubstituted alkenes

Directed catalytic asymmetric hydroborations of 1,1-disubstituted alkenes afford γ-dioxaborato amides and esters in high enantiomeric purity (90-95% ee). The Royal Society of Chemistry 2012..

Mild cobalt-catalyzed hydrocyanation of olefins with tosyl cyanide

Mild-mannered and well-behaved: A conceptually new hydrocyanation reaction for non-activated olefins provides secondary and tertiary nitriles in good yields under mild conditions. Salient features of this process include broad functional-group tolerance, readily available starting materials, and ease of execution.

Cobalt-catalyzed synthesis of tertiary azides from α,α- disubstituted olefins under mild conditions using commercially available reagents

The use of commercially available azide sources is presented for the cobalt-catalyzed hydroazidation reaction. α,α-Disubstituted olefins with a variety of functional groups were employed as substrates, providing tertiary azides in useful yields. Georg Thi