A concise synthesis of (S)-2-(fluorodiphenylmethyl)pyrrolidine: A novel organocatalyst for the stereoselective epoxidation of α,β-unsaturated aldehydes
A concise synthesis of (S)-2-(fluorodiphenylmethyl)pyrrolidine from cheap, commercially available starting materials is described. Pertinent features of this synthetic route include ease of synthesis, facile purification steps, and an operationally simple deoxy?fluorination step to install the C-F bond. Georg Thieme Verlag Stuttgart · New York.
Sparr, Christof,Tanzer, Eva-Maria,Bachmann, Julia,Gilmour, Ryan
experimental part
p. 1394 - 1397
(2010/07/02)
Fluorinated chiral secondary amines as catalysts for epoxidation of olefins with oxone
(Chemical Equation Presented) We have synthesized a series of chiral cyclic secondary amines having different substitution patterns and have screened them as catalysts for the asymmetric epoxidation of olefins using Oxone. The highest enantiomeric excess (61%) occurred for the epoxidation of 1-phenylcyclohexene catalyzed by a secondary amine bearing a fluorine atom at the β-position relative to the amino center. Our experimental results provide further support to the notion that the amine plays a dual role - as a phase transfer catalyst and an Oxone activator - in these epoxidation reactions. The slightly acidic reaction conditions we employed in this work obviate the need to preform ammonium salts, which are the actual catalysts that mediate the epoxidations.
Ho, Chun-Yu,Chen, Ying-Chun,Wong, Man-Kin,Yang, Dan
p. 898 - 906
(2007/10/03)
PROCESS FOR PREPARING CHIRAL COMPOUNDS
Process for the preparation of chiral compounds of formula (I) comprising contacting a compound of formula (II) with a source of hydrogen or halide; wherein A is a chiral center; X is selected from oxygen, sulphur and nitrogen; n is selected from 0 and 1
-
Page/Page column 7
(2008/06/13)
A synthesis of (S)-α-(fluorodiphenylmethyl)alkylamines by HF-pyridine treatment of 4-alkyl-5,5-diphenyl-oxazolidinones
Treatment of enantiomerically pure (S)-4-alkyl-5,5-diphenyl-oxazolidinones, themselves derived from appropriate amino acids, with HF-pyridine (Olah's reagent) generated a range of (S)-α-(fluorodiphenylmethyl)alkylamines. These compounds represent a novel range of fluorinated chiral amines. Copyright (C) 2000 Elsevier Science Ltd.
O'Hagan, David,Royer, Frederique,Tavasli, Mustafa
p. 2033 - 2036
(2007/10/03)
More Articles about upstream products of 274674-23-6