351010-27-0

Basic information

• Product Name: (E)-2-[2-[[(1,1-dimethylethyl)diphenylsilyl]oxy]propylidene]cyclopentanone
• Synonyms: (E)-2-[2-[[(1,1-dimethylethyl)diphenylsilyl]oxy]propylidene]cyclopentanone
• CAS NO: 351010-27-0
• Molecular Weight: 378.587
• Mol File: 351010-27-0.mol

Chemical Properties

• CAS DataBase Reference: (E)-2-[2-[[(1,1-dimethylethyl)diphenylsilyl]oxy]propylidene]cyclopentanone(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-2-[2-[[(1,1-dimethylethyl)diphenylsilyl]oxy]propylidene]cyclopentanone(351010-27-0)
• EPA Substance Registry System: (E)-2-[2-[[(1,1-dimethylethyl)diphenylsilyl]oxy]propylidene]cyclopentanone(351010-27-0)

Safety Data

• Hazardous Substances Data: 351010-27-0(Hazardous Substances Data)

Upstream product

• 120-92-3 cyclopentanone 
• 351010-25-8 2-[2-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-1-hydroxypropyl]cyclopentanone 
• 78957-71-8 2-[[(1,1-dimethylethyl)diphenylsilyl]oxy]propanal 
• 351010-26-9 methanesulfonic acid 2-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-1-(2-oxocyclopentyl)propyl ester 

Downstream Products

• 351074-93-6 (E)-[[1-[2-(2-bromo-1-ethoxyethoxy)cyclopentylidene]-2-propyl]oxy](1,1-dimethylethyl)diphenylsilane 
• 351010-32-7 1-[(3aR*,7aS*)-2-ethoxyhexahydrocyclopenta[b]furan-3a-yl]-2-propanol 
• 351010-34-9 1-[(3aR*,7aR*)-2-ethoxyhexahydrocyclopenta[b]furan-3a-yl]-2-propanone 

Relevant articles and documents

Stereocontrolled formation of spiro enones by radical cyclization of bromo acetals

Aldol condensation of ketones with 2-[[(1,1-(dimethylethyl)diphenylsilyl]oxy]propanal (7), dehydration, NaBH4 reduction and treatment of the resulting alcohols with ethyl vinyl ether in the presence of NBS gives bromo acetals (e.g. 11) that undergo 5-exo-trigonal radical cyclization, affording compounds that are easily converted into spiro enones (e.g. 16). The stereochemistry at the spiro center is controlled by the stereochemistry at the hydroxyl-bearing carbon of the intermediate alcohol.