82120-42-1

Basic information

• Product Name: methyl 6-oxo-2-phenylcyclohex-1-enecarboxylate
• Synonyms: methyl 6-oxo-2-phenylcyclohex-1-enecarboxylate
• CAS NO: 82120-42-1
• Molecular Weight: 230.263
• Mol File: 82120-42-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: methyl 6-oxo-2-phenylcyclohex-1-enecarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 6-oxo-2-phenylcyclohex-1-enecarboxylate(82120-42-1)
• EPA Substance Registry System: methyl 6-oxo-2-phenylcyclohex-1-enecarboxylate(82120-42-1)

Safety Data

• Hazardous Substances Data: 82120-42-1(Hazardous Substances Data)

Upstream product

• 959975-12-3 C₁₄H₁₄O₃ 
• 4055-00-9 6-phenyl-3,4-dihydropyran-2-one 
• 1067-74-9 Methyl diethylphosphonoacetate 

Relevant articles and documents

Increasing the structural span of alkyne metathesis

A new generation of alkyne metathesis catalysts, which are distinguished by high activity and an exquisite functional group tolerance, allows the scope of this transformation to be extended beyond its traditional range. They accept substrates that were previously found problematic or unreactive, such as propargyl alcohol derivatives, electron-deficient and electron-rich acetylenes of various types, and even terminal alkynes. Moreover, post-metathetic transformations other than semi-reduction increase the structural portfolio, as witnessed by the synthesis of a annulated phenol derivative via ring-closing alkyne metathesis (RCAM) followed by a transannular gold-catalyzed Conia-ene reaction. Further examples encompass a post-metathetic transannular ketone-alkyne cyclization with formation of a trisubstituted furan, a ruthenium-catalyzed redox isomerization, and a Meyer-Schuster rearrangement/oxa-Michael cascade. These reaction modes fueled model studies toward salicylate macrolides, furanocembranolides, and the cytotoxic macrolides acutiphycin and enigmazole A; moreover, they served as the key design elements of concise total syntheses of dehydrocurvularin (27) and the antibiotic agent A26771B (36). Ask for more! Many possibilities exist to take advantage of alkyne metathesis. In addition to the approved semi-reduction to stereodefined olefins, it is shown how to convert the products primarily formed into aromatic or heteroaromatic rings, enones, Michael adducts, or β-ketolactones. At the same time, new types of substrates were engaged, including electron-rich, electron-poor, and terminal alkynes, as well as propargyl alcohol derivatives. Copyright

SYNTHESE D'ENONES CYCLIQUES ET D'ACIDES DIENIQUES PAR REACTION DE WITTIG HORNER EMMONS

Enol lactones react with methyl diethylphosphonacetate to give directly cyclic 2-en 1-ones with a carbomethoxy substituent in the 2 position, while 5-OH 2(5H) furanones afford stereospecifically Z,E-dienic acids.