848784-91-8Relevant academic research and scientific papers
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 (2005)
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
CBS reductions with a fluorous prolinol immobilized in a hydrofluoroether solvent
Chu, Qianli,Yu, Marvin S.,Curran, Dennis P.
supporting information; scheme or table, p. 749 - 752 (2009/04/06)
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.
Enantioselective catalytic epoxidation of α,β-enones promoted by fluorous α,α-diaryl-l-prolinols
Cui, Haifeng,Li, Yawen,Zheng, Changwu,Zhao, Gang,Zhu, Shizheng
, p. 45 - 50 (2008/03/11)
Enantioselective (up to 87% ee) epoxidation of a variety of α,β-enones to form α,β-epoxy ketones is described using a series of fluorous α,α-diaryl-l-prolinols as bifuncational organocatalysts and tert-butyl hydrogenperoxide (TBHP) as an oxidant.
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.
