167772-18-1Relevant academic research and scientific papers
Selective C-F bond activation: Substitution of unactivated alkyl fluorides using YbI3
Traeff, Annika M.,Janjetovic, Mario,Ta, Linda,Hilmersson, Goeran
supporting information, p. 12073 - 12076 (2013/12/04)
F makes the break: The carbon-fluorine single bond is quite strong, thus making aliphatic C-F bond scission unusually challenging. A new methodology utilizing YbI3 leads to the conversion of a C-F bond into a C-I bond, and is compatible with various functional groups. The reaction is exceptionally selective towards alkyl fluorides and proceeds under mild conditions. Copyright
Stereoselective synthesis of cyclopropanone ketals via silyl chloride promoted cyclization of β-zinciopropionates
Yasui, Keigo,Tanaka, Shuji,Tamaru, Yoshinao
, p. 6881 - 6900 (2007/10/02)
Alkyl, allyl, and propargyl β-iodopropionates undergo a cyclopropanation by the reaction with zinc-copper couple and TBDMSCI in THF to give 1-alkoxy-, 1-allyloxy- and 1-propargyloxy-1-tert-butyldimethylsiloxycyclopropanes in moderate or good yields. β-Iodo-α-methylpropionates 2 and 6 provide trans-5 and trans-8 selectively, which β-iodobutyrates 3 and 7 furnish cis-5 and cis-8 selectively.
