208665-83-2

Basic information

• Product Name: (E)-6-Benzyloxy-2-bromomethyldimethylsilyloxyhex-3-ene
• Synonyms: (E)-6-Benzyloxy-2-bromomethyldimethylsilyloxyhex-3-ene
• CAS NO: 208665-83-2
• Molecular Weight: 357.363
• Mol File: 208665-83-2.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (E)-6-Benzyloxy-2-bromomethyldimethylsilyloxyhex-3-ene(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-6-Benzyloxy-2-bromomethyldimethylsilyloxyhex-3-ene(208665-83-2)
• EPA Substance Registry System: (E)-6-Benzyloxy-2-bromomethyldimethylsilyloxyhex-3-ene(208665-83-2)

Safety Data

• Hazardous Substances Data: 208665-83-2(Hazardous Substances Data)

Upstream product

• 16532-02-8 bromomethyldimethylsilyl chloride 
• 208665-77-4 (3E,2R/S)-6-(benzyloxy)hex-3-en-2-ol 

Relevant articles and documents

Sequential radical cyclization of β-functionalized allyl bromomethyldimethylsilyl ethers. Application to the regioand stereo-specific synthesis of an isoprostanoid precursor

The behaviour of allyl bromomethyldimethylsilyl ethers β-substituted by various radical trapping functions (aldehyde, nitrile or acetylenic) is studied in tandem radical cyclizations. Only homopropargylic ethers (but-3ynylic ethers) lead to the formation of cyclic compounds via a 5-exo-trig, 5-exo-dig or 5-exo-trig, 6-endo-dig mode. The influence of the TMS group located on the acetylenic moiety is shown to be determinant for the regio- and stereo-specific C5 ring closure (5-exo-clig mode).