124851-67-8

Basic information

• Product Name: 2-(methoxycarbonyl)-5-phenyl-8-oxabicyclo<3.2.1>octan-3-one
• CAS NO: 124851-67-8
• Molecular Weight: 260.29
• Mol File: 124851-67-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2-(methoxycarbonyl)-5-phenyl-8-oxabicyclo<3.2.1>octan-3-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(methoxycarbonyl)-5-phenyl-8-oxabicyclo<3.2.1>octan-3-one(124851-67-8)
• EPA Substance Registry System: 2-(methoxycarbonyl)-5-phenyl-8-oxabicyclo<3.2.1>octan-3-one(124851-67-8)

Safety Data

• Hazardous Substances Data: 124851-67-8(Hazardous Substances Data)

Upstream product

• 74590-73-1 1,3-bis(trimethylsiloxy)-1-methoxybuta-1,3-diene 
• 96183-53-8 4,4-Dimethoxy-1-phenyl-1-butanone 
• 56139-59-4 4-oxo-4-phenyl-butyraldehyde 
• 74590-73-1 1,3-bis(trimethylsiloxy)-1-methoxybuta-1,3-diene 
• 116332-58-2 N'-[4,4-Dimethoxy-1-phenyl-but-(Z)-ylidene]-N,N-dimethyl-hydrazine 
• 105-45-3 acetoacetic acid methyl ester 
• 62269-44-7 methyl 3-trimethylsiloxybut-2-enoate 
• 13466-32-5 acetophenone dimethylhydrazone 

Relevant articles and documents

Neighboring group participation in Lewis acid-promoted [3 + 4] and [3 + 5] annulations. The synthesis of oxabicyclo[3.n.1]alkan-3-ones

Lewis acids are employed as catalysts in the annulation of 1,4- and 1,5-dicarbonyl dielectrophiles with bis(trimethylsilyl) end ethers of β-diketones and β-keto esters. A variety of 2-(alkoxycarbonyl)-m-oxabicyclo[3.n.1]alkan-3-ones can be constructed by this process in which two new carbon-carbon bonds are generated. Unusually high regiocontrol is observed, and good to excellent stereochemical control can be achieved at virtually every position on the new carbocycles. Intramolecular neighboring group participation is proposed to explain the unusually high selectivities attained in the annulation reaction.

BIS(TRIMETHYLSILYL) ENOL AS 1,3-DIANON EQUIVALENTS: REGIOCONTROLLED AND ANNULATION REACTIONS

In the presence of titanium tetrachloride, 1,3-bis(trimethoxysiloxy)-1-methoxy-1,3-butadiene (1) undergoes facile annulation reactions with 1,4 -and 1,5-dielectrophiles to generate seven- and eight-membered bicyclic ether adducts.The annulations occur in good yields (49-83percent) and are also highly regioselective for substrates containing two distinct electrophilic groups.