Synthesis of α-amino acids by ring opening of aziridine-2-carboxylates with carbon nucleophiles

Tetrahedron Letters

Volumn 36, Issue 1, 1995, Pages 151-154

  Church, Nicola J ^a   Young, Douglas W ^a  

^a UNIVERSITY OF SUSSEX   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

AMINO ACID DERIVATIVE; AZIRIDINE DERIVATIVE;

ARTICLE; DRUG SYNTHESIS; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0028816280     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(94)02198-K     Document Type: Article

References (32)

1. Synthesis of threo-3-methylcysteine from threonine.
2. Studies on 2-aziridinecarboxylic acid. IX. Convenient synthesis of optically active S-alkylcysteine, threo-S-alkyl-.BETA.-methylcysteine, and lanthionine derivatives via the ring-opening reaction of aziridine by several thiols.
3. Penicillin biosynthesis: active site mapping with L-?-aminoadipoyl-(C-methyl-L-cysteinyl)-D-valine variants
4. A versatile synthesis of stereospecificaily labelled D-amino acids and related enzyme inhibitors
5. Asymmetric synthesis of aziridine-2-carboxylic acid and the formation of chiral serine
6. THE STEREOSELECTIVE FORMATION OF THREONINE FROM cis- AND trans-1-α-METHYLBENZYL-2-METHOXYCARBONYL-3-METHYL AZIRIDINES
7. A convenient method of the synthesis of phosphopeptide via aziridine ring opening reaction.
8. Studies on 2-aziridinecarboxylic acid. VI. Synthesis of .BETA.-alkoxy-.ALPHA.-amino acids via ring-opening reaction of aziridine.
9. Studies on 2-aziridinecarboxylic acid. III. Reaction of 1-acyl-2-aziridinecarboxylic acid peptide with amines.
10. J. Chem. Res. (S)
11. Nucleophilic ring opening of aziridine-2-carboxylates with Wittig reagents; an enantioefficient synthesis of unsaturated amino acids
12. The ring opening of aziridine-2-carboxylate esters with organometallic reagents
13. Synthesis of stereospecifically labelled D-prop-2-ynylglycine and investigation of the action of D-amino acid oxidase
14. Reaktionen mit Aziridinen, 421) Die Regioselektivität der Ringöffnung von aktivierten 2,2-Dimethylaziridinen durch Carbanionen des β-Dicarbonyltyps. Einfluß der Größe des Nucleophils
15. Reaktionen mit Aziridinen, 38. Zur Regioselektivität der nucleophilen Ringöffnung von aktivierten 2-Phenylaziridinen