81791-30-2

Basic information

• Product Name: (E)-4-hydroxy-1-(4-methoxyphenyl)-4-methylpent-1-en-3-one
• Synonyms: (E)-4-hydroxy-1-(4-methoxyphenyl)-4-methylpent-1-en-3-one
• CAS NO: 81791-30-2
• Molecular Weight: 220.268
• Mol File: 81791-30-2.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (E)-4-hydroxy-1-(4-methoxyphenyl)-4-methylpent-1-en-3-one(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-4-hydroxy-1-(4-methoxyphenyl)-4-methylpent-1-en-3-one(81791-30-2)
• EPA Substance Registry System: (E)-4-hydroxy-1-(4-methoxyphenyl)-4-methylpent-1-en-3-one(81791-30-2)

Safety Data

• Hazardous Substances Data: 81791-30-2(Hazardous Substances Data)

Upstream product

• 81791-31-3 2-(4-Methoxy-phenyl)-5,5-dimethyl-dihydro-furan-3-one 
• 115-22-0 3-Hydroxy-3-methyl-2-butanone 
• 123-11-5 4-methoxy-benzaldehyde 

Downstream Products

• 130734-40-6 methyl 1,4,5,6-tetrahydro-2-methyl-4-(4-methoxyphenyl)-6-oxopyridine-3-carboxylate 
• 1092652-90-8 (E)-4-triethylsilyloxy-1-(4-methoxyphenyl)-4-methylpent-1-en-3-one 
• 123023-79-0 5-(4-methoxyphenyl)-2,2-dimethyl-3(2H)-furanone 
• 81791-31-3 5-(4-methoxy-phenyl)-2,2-dimethyl-dihydro-furan-3-one 
• 81791-31-3 2-(4-Methoxy-phenyl)-5,5-dimethyl-dihydro-furan-3-one 

Relevant articles and documents

α′-Hydroxyenones as mechanistic probes and scope-expanding surrogates for α,β-unsaturated aldehydes in N-heterocyclic carbene-catalyzed reactions

N-heterocyclic carbene-catalyzed reactions of α,β-unsaturatedaldehydes and a variety of electrophiles allow the facile preparation o f a diverse array of annulation products including trisubstituted cyclopentenes, γ-lactams, and bicyclic β-lactams. The substrate scope of these reactions, however, is limited by the difficulties of preparing the starting α,β-unsaturated aldehydes. We now report that α′- hydroxyenones, which can be prepared in a single convenient step from aromatic and heteroaromatic aldehydes, can serve as efficient surrogates for enals in the annulation reactions. This protocol allows the facile preparation and use of substrates bearing nitrogen heterocycles. These reagents have also allowed us to demonstrate that, in contrast to other classes of aldehydes, the formation of the Breslow intermediate from enals and N-heterocyclic carbenes is irreversible under the reaction conditions.

Palladium-catalyzed oxidative cyclizations: Synthesis of dihydropyranones and furanones

A boron-mediated syn- and anti-stereoselective aldol reaction giving rise to various β-hydroxyenones was coupled to a Pd(II)-mediated oxidative cyclization to give 2,3,6-trisubstituted syn- and antidihydropyranones in good yields. The Pd(I

Stereoelectronic Control of Intramolecular Michael Addition Reactions

Concepts of stereoelectronic control lead to the conclusion that the 5-endo-trig ring closure of (E)-2-methyl-3-oxo-5-phenylpent-4-en-2-ol should be disfavored.However, the acid-catalyzed ring closure in trifluoroacetic acid occurs readily, suggesting an