848784-90-7Relevant academic research and scientific papers
CBS reductions with a fluorous prolinol immobilized in a hydrofluoroether solvent
Chu, Qianli,Yu, Marvin S.,Curran, Dennis P.
, p. 749 - 752 (2008)
A fluorous prolinol precatalyst bearing only 34 fluorine atoms has been immobilized in the hydrofluoroether solvent HFE-7500. The CBS reduction of acetophenone proceeded rapidly, in high yield and in high ee in the absence of any organic solvent. The organic product was stripped from the HFE-7500 phase with a polar solvent, and the HFE-7500 phase was reused as is with satisfactory results through eight runs. This process is an attractive prototype for the large-scale use, recovery, and reuse of fluorous organocatalysts.
Asymmetric diethyl- and diphenylzinc additions to aldehydes by using a fluorine-containing chiral amino alcohol: A striking temperature effect on the enantioselectivity, a minimal amino alcohol loading, and an efficient recycling of the amino alcohol
Park, Jin Kyoon,Lee, Hong Geun,Bolm, Carsten,Kim, B. Moon
, p. 945 - 950 (2007/10/03)
A chiral pyrrolidinylmethanol derivative containing perfluoro-ponytails (5) was prepared from (S)-proline. The use of this perfluoro-substituted amino alcohol in catalytic asymmetric additions of organozinc reagents to aldehydes affords products with high
Recoverable fluorous CBS methodology for asymmetric reduction of ketones
Dalicsek, Zoltan,Pollreisz, Ferenc,Goemoery, Agnes,Soos, Tibor
, p. 3243 - 3246 (2007/10/03)
(Chemical Equation Presented) An operationally simple and recoverable fluorous CBS methodology was developed. The in situ-generated fluorous oxazaborolidine efficiently catalyzed the reduction of ketones with high enantioselectivity and reactivity. The subsequent recycling of the fluorous prolinol precatalyst was achieved by fluorous solid-phase extraction.
