139415-67-1

Upstream product

• 4392-24-9 Cinnamyl bromide 
• 57416-39-4 Sodium; 2-ethoxycarbonyl-cyclopent-1-enolate 
• 15090-41-2 diethyl 2-oxocyclopentylphosphonate 
• 19980-43-9 1-(trimethylsilyloxy)cyclopentene 
• 112825-94-2 2-ethoxycarbonyl-2-<(E)-3-phenyl-2-propenyl>cyclopentanone 

Relevant academic research and scientific papers

TETRABUTYLAMMONIUM DIFLUOROTRIPHENYLSTANNATE AS A NEW ANHYDROUS SYNTHETIC EQUIVALENT TO TBAF

Tetrabutylammonium difluorotriphenylstannate (1) is the first hypervalent complex of tin acting as a fluorinating agent.In contrast to TBAF and TASF, this crystalline complex is relatively stable up to 210 deg C and is not hygroscopic or hydrated.Enolsilylether alkylations with alkyl bromides proceeded in good to quantitative yields in the presence of (1), which was kept for years unprotected from moisture.Relative rate studies indicated that nucleophilic fluorination of benzyl bromide proceeded 18 times faster than with dried cesium fluoride in refluxing CH3CN.

Dephosphorylation of α-fully substituted β-keto phosphonates with LiAlH4; regioselective alkylation of ketones employing phosphonate as a temporary activating group

Alkylation of β-keto phosphonates is performed by treatment of β-keto phosphonates with n-BuLi, followed by addition of alkyl halides. The acquired α-fully substituted β-keto phosphonates are dephosphonylated by treatment of the lithium enolates with LiAlH4, followed by quenching with aqueous H2SO4 solution. This whole procedure represents a new route to regioselective alkylation of ketones.