32271-53-7

Basic information

• Product Name: (E)-4-(p-tolyl)but-3-en-2-ol
• CAS NO: 32271-53-7
• Molecular Weight: 162.232
• Mol File: 32271-53-7.mol
• Article Data: 16

Chemical Properties

• CAS DataBase Reference: (E)-4-(p-tolyl)but-3-en-2-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-4-(p-tolyl)but-3-en-2-ol(32271-53-7)
• EPA Substance Registry System: (E)-4-(p-tolyl)but-3-en-2-ol(32271-53-7)

Safety Data

• Hazardous Substances Data: 32271-53-7(Hazardous Substances Data)

Upstream product

• 56578-35-9 4-methyl-cinnamaldehyde 
• 75-16-1 methylmagnesium bromide 
• 598-32-3 2-hydroxy-3-butene 
• 106-49-0 p-toluidine 
• 64-17-5 ethanol 
• 101671-00-5 (E)-2-(4-methylphenyl)-1-nitroethene 
• 459-44-9 4-methylbenzenediazonium tetrafluoroborate 
• 104-87-0 4-methyl-benzaldehyde 
• 766-97-2 4-n-methylphenylacetylene 
• 3160-38-1 (E)-4-p-tolylbut-3-en-2-one 
• 24165-63-7 1-p-tolyl-3-buten-1-ol 

Downstream Products

• 1373490-27-7 (E)-2-methyl-5-(4-(p-tolyl)but-3-en-2-yl)thiophene 
• 1251857-73-4 (E)-1-methyl-4-((4-(p-tolyl)but-3-en-2-yl)sulfonyl)benzene 
• 3160-38-1 (E)-4-p-tolylbut-3-en-2-one 
• 1587713-19-6 (E)-4-(4-(p-tolyl)but-3-en-2-yl)morpholine 
• 1587713-37-8 (Z)-4-(4-(p-tolyl)but-3-en-2-yl)morpholine 

Relevant articles and documents

Stereodivergent Pd/Cu Catalysis for the Dynamic Kinetic Asymmetric Transformation of Racemic Unsymmetrical 1,3-Disubstituted Allyl Acetates

A stereodivergent Pd/Cu catalyst system has been developed for the unprecedented dynamic kinetic asymmetric transformation (DyKAT) of racemic unsymmetrical 1,3-disubstituted allylic acetates with prochiral aldimine esters. A series of α,α-disubstituted α-amino acids bearing vicinal stereocenters were easily prepared with excellent enantioselectivities (up to >99% ee) and diastereoselectivities (up to >20:1 dr). Moreover, all four stereoisomers of the product can be readily obtained simply by switching the configurations of the two chiral metal catalysts. Furthermore, the present work highlights the power of synergistic Pd/Cu catalysis consisting of two common bidentate chiral ligands for stereodivergent synthesis.

A catalytic allylic cation-induced intermolecular allylation-semipinacol rearrangement

A catalytic intermolecular semipinacol rearrangement induced by allylic carbocations has been realized. This tandem reaction is highly efficient under the catalysis of ZnBr2, generating a wide range of α-homoallyl substituted ketones which contain all-carbon quaternary centres in good to excellent yields (up to 98%) with moderate to high diastereoselectivities (up to >20?:?1). Synthetic application of this novel methodology in the construction of core structures of natural products is also reported.

Chemo-, regio-, and stereoselective Heck-Matsuda arylation of allylic alcohols under mild conditions

Heck arylation with allylic alcohol is extremely challenging due to chemo-, regio-, and stereoselective scrambling. Here we report a mild protocol for the alcohol selective β- and α-arylation of allylic and cinnamyl alcohols respectively with aryldiazonium salts. The steric and electronic parameters of the alkene play a prominent role in the regioselectivity.