203131-58-2

Upstream product

• 4407-36-7 (2E)-3-phenyl-2-propen-1-ol 
• 312636-45-6 4-Benzyl-2,2-dimethyl-[1,2]oxasilolane 
• 90106-90-4 (E)-1-(bromomethyl)dimethylsiloxy-3-phenylprop-2-ene 
• 104-54-1 3-Phenylpropenol 
• 203131-57-1 2-benzyl-4,4,5-trimethyl-4-silahex-5-en-1-ol 

Relevant academic research and scientific papers

Oxasilacyclopentanes as intermediates for silicon tethered ene cyclisations

Oxasilacyclopentanes 3, generated by either free-radical cyclisation, intramolecular hydrosilylation, or silicon tethered Diels-Alder reaction, may be efficiently opened with 2-propenyl-lithium and the product alcohols oxidised to prepare precursors 2 for silicon tethered ene cyclisation. Efficient and highly stereoselective ene reactions have been achieved with these precursors.

Stereoselective synthesis of silacyclohexanols by silicon tethered Type II ene cyclisation

Vinyl silane precursors for intramolecular ene reaction were prepared either by sequential organometallic substitution of appropriate silyl halides or by ring opening of oxasilacyclopentanes with 2-propenyllithium. The oxasilacyclopentane intermediates were prepared by free-radical cyclisation, intramolecular hydrosilylation, or intramolecular Diels-Alder reaction. Treatment of the ene precursors with methylaluminium dichloride resulted in the formation of silacyclohexanols with high stereoselectivity. (C) 2000 Elsevier Science Ltd.