| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 1347335 | Tetrahedron: Asymmetry | 2009 | 7 Pages |
A variety of sterically encumbered amino alcohol ligands were prepared in a two-step modular synthesis. The titanium complexes of these ligands were prepared in situ and used as catalysts for hydroamination. The intramolecular hydroamination of 6-methyl-hepta-4,5-dienylamine at 135 °C with 5 mol % catalyst gave exclusively 2-(2-methyl-propenyl)-pyrrolidine with enantiomeric excesses up to 16%.
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l-N-Isopropyl-dimethyl valinolC10H23NO[α]D = +24.3 (c 5.49, EtOAc)Absolute configuration: SSource of chirality: l-valine
l-N-Isopropyl-dibutyl valinolC16H35NO[α]D = +17.8 (c 2.485, EtOAc)Absolute configuration: SSource of chirality: l-valine
l-N-Cyclohexyl-dimethyl valinolC13H27NO[α]D = +28.6 (c 2.885, EtOAc)Absolute configuration: SSource of chirality: l-valine
l-N-Cyclohexyl-dibutyl valinolC19H39NO[α]D = +19.3 (c 1.985, EtOAc)Absolute configuration: SSource of chirality: l-valine
l-N-Cyclohexyl-diphenyl valinolC19H39NO[α]D = −42.3 (c 2.23, CH2Cl2)Absolute configuration: SSource of chirality: l-valine
l-N-Adamantyl-dimethyl valinolC17H31NO[α]D = +26.05 (c 4.78, EtOAc)Absolute configuration: SSource of chirality: l-valine
l-N-Adamantyl-dibutyl valinolC23H43NO[α]D = +22.2 (c 3.745, EtOAc)Absolute configuration: SSource of chirality: l-valine
l-N-Adamantyl-diphenyl valinolC27H35NO[α]D = −34.3 (c 2.21, CH2Cl2)Absolute configuration: SSource of chirality: l-valine
l-N-Isopropyl-dimethyl phenylalanolC14H23NO[α]D = −20.9 (c 5.705, EtOAc)Absolute configuration: SSource of chirality: l-phenylalanine
l-N-Isopropyl-dibutyl phenylalanolC20H35NO[α]D = +1.1 (c 5.49, EtOAc)Absolute configuration: SSource of chirality: l-phenylalanine
l-N-Isopropyl-diphenyl phenylalanolC24H27NO[α]D = +3.6 (c 5.00, EtOAc)Absolute configuration: SSource of chirality: l-phenylalanine
l-N-Cyclohexyl-dimethyl phenylalanolC17H27NO[α]D = −8.6 (c 5.945, EtOAc)Absolute configuration: SSource of chirality: l-phenylalanine
l-N-Cyclohexyl-dibutyl phenylalanolC23H39NO[α]D = +9.4 (c 5.205, EtOAc)Absolute configuration: SSource of chirality: l-phenylalanine
l-N-Cyclohexyl-diphenyl phenylalanolC27H31NO[α]D = +5.6 (c 2.885, EtOAc)Absolute configuration: SSource of chirality: l-phenylalanine
l-N-Adamantyl-dimethyl phenylalanolC21H31NO[α]D = +0.2 (c 2.435, EtOAc)Absolute configuration: SSource of chirality: l-phenylalanine
l-N-Adamantyl-dibutyl phenylalanolC27H43NO[α]D = +9.9 (c 5.23, EtOAc)Absolute configuration: SSource of chirality: l-phenylalanine
l-N-Adamantyl-diphenyl phenylalanolC31H35NO[α]D = +4.1 (c 4.90, EtOAc)Absolute configuration: SSource of chirality: l-phenylalanine
