| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 1350415 | Tetrahedron: Asymmetry | 2007 | 8 Pages |
Enantioselective aminolysis of meso-epoxides including a heterocycle catalysed by a samarium iodo binaphtholate has been studied. New β-amino alcohols have been isolated with enantiomeric excesses up to 70%.
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(1R,2R)-4-Oxa-2-(2-methoxyphenylamino)cyclopentanolC11H15NO3Ee = 48% by HPLC on WHELK O1 column[α]D20=+7.9 (c 1.0, CHCl3)Source of chirality: asymmetric catalysisAbsolute configuration: (1R,2R)
(1R,2R)-4-Oxa-2-(4-methoxyphenylamino)cyclopentanolC11H15NO3Ee = 66% by HPLC on CHIRALPAK AD column[α]D20=+8.1 (c 1.0, CHCl3)Source of chirality: asymmetric catalysisAbsolute configuration: (1R,2R)
(3R,4R)-Benzyl 3-hydroxy-4-(2-methoxyphenylamino)pyrrolidine-1-carboxylateC19H22N2O4Ee = 43% by HPLC on CHIRALPAK AD column[α]D20=+12.1 (c 1.0, CHCl3)Source of chirality: asymmetric catalysisAbsolute configuration: (3R,4R)
(3R,4R)-Benzyl 3-hydroxy-4-(4-methoxy-phenylamino)pyrrolidine-1-carboxylateC19H22N2O4Ee = 10% by HPLC on CHIRALCEL OD-H column[α]D20=+3.0 (c 1.0, CHCl3)Source of chirality: asymmetric catalysisAbsolute configuration: (3R,4R)
(3R,4R)-tert-Butyl 3-hydroxy-4-(2-methoxyphenylamino)pyrrolidine-1-carboxylateC16H24N2O4Ee = 58% by HPLC on CHIRALPAK IA column[α]D20=+11.4 (c 1.0, CHCl3)Source of chirality: asymmetric catalysisAbsolute configuration: (3R,4R)
(3R,4R)-tert-Butyl 3-hydroxy-4-(4-methoxyphenylamino)pyrrolidine-1-carboxylateC16H24N2O4Ee = 47% by HPLC on CHIRALPAK IA column[α]D20=+7.5 (c 0.94, CHCl3)Source of chirality: asymmetric catalysisAbsolute configuration: (3R,4R)
