208665-72-9

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 38002-45-8 3-bromo-1-(trimethylsilyl)-1-propyne 
• 78012-45-0 [3-(trimethylsilyl)prop-2-yn-1-yl]magnesium bromide 

Downstream Products

• 208665-78-5 (E)-8-Benzyloxy-4-bromomethyldimethylsilyloxy-1-trimethylsilyloct-5-en-1-yne 

Relevant academic research and scientific papers

Regio- and stereospecificity in radical cascade cyclizations of TMS- alcyne containing allyl bromomethyldimethylsilyl ethers

Tandem radical cyclization of (E) and (Z) TMS-homopropargyl allyl bromomethyldimehylsilyl ethers is reported to provide an all-cis substituted vinylcyclopentanol 5. Regio- and stereospecificity are discussed.

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).

New acyclic β-functionnalized (E) allyl alcohols and their bromomethyldimethylsilyl ethers as cyclopentanoids precursors

The syntheses of new acyclic (E) allyl alcohols β-functionnalized by various radical trapping functions and their corresponding bromomethyldimethylsilyl ethers are reported.