| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 1349648 | Tetrahedron: Asymmetry | 2006 | 4 Pages |
A convenient and efficient route is described for the highly stereoselective synthesis of δ-amino protected and conformationally restricted (2S,3S)-3-hydroxyornithine through the N-benzylnitrone adduct to the α,β-unsaturated bicyclic lactam 2 derived from (S)-pyroglutaminol.
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(2R,3S,4S)-3-Acetoxy-1-acetyl-4-(benzylacetamidomethyl)-2-hydroxymethylpyrrolidineC19H26N2O5[α]D24=-60.2 (c 1.34, CHCl3)Source of chirality: (S)-pyroglutaminol
(2S,3S,4S)-3-Acetoxy-1-acetyl-4-(benzylacetamidomethyl)pyrrolidine-2-carboxylic acidC19H24N2O6[α]D24=-56.3 (c 1.37, CHCl3)Source of chirality: (S)-pyroglutaminol
(2S,3S,4S)-4-(Benzylaminomethyl)-3-hydroxypyrrolidine-2-carboxylic acid dihydrochlorideC13H20Cl2N2O3[α]D24=+2.2 (c 1.22, MeOH)Source of chirality: (S)-pyroglutaminol
