Enantioselective synthesis of (S)-2-(Aminomethyl)butanedioic acid using chiral β-alanine α-enolate equivalents
✍ Scribed by Elena Arvanitis; Majid Motevalli; Peter B. Wyatt
- Book ID
- 103407046
- Publisher
- Elsevier Science
- Year
- 1996
- Tongue
- French
- Weight
- 226 KB
- Volume
- 37
- Category
- Article
- ISSN
- 0040-4039
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📜 SIMILAR VOLUMES
Preparative syntheses of enantiopure (S)-and (R)-Dip by et-C-alkylation with Ph2CHX (X=C1 or Br) of the glycine moiety in a Ni(II) Schiff's base complex 1 derived from glycine and (S)-or (R)-[(N-benzylprolyl)amino]benzophenone (BPB) is described. The diastereoselectivity of the alkylation with PhCH2
The title heterocycle is prepared in enantiomerically pure form and in 46-50% overall yield from (S)-asparagine, a readily available starting material. The synthetic route described in this report represents a major improvement over the original procedure (Tetrahedron: Asymmetry 1991, 3, 723), that