Synthesis of 3-(trans-2′-nitrocyclopropyl)alanine: An unusual natural amino acid
✍ Scribed by Jürgen Zindel; Axel Zeeck; Wilfried A. König; Armin de Meijere
- Publisher
- Elsevier Science
- Year
- 1993
- Tongue
- French
- Weight
- 312 KB
- Volume
- 34
- Category
- Article
- ISSN
- 0040-4039
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📜 SIMILAR VOLUMES
The synthesis of all four individual isomers of 3-methyl-3-(2'-naphthyl)analine was accomplished using asymmetric conjugate 1 A-addition followed by direct or indirect azidation using an Evans-type chiral auxiliary (4-phenyl-2-oxazolidinone).
Asymmetric Synthesis of an Unusual Amino Acid: Synthesis of Four Isomers of β-Methyl-3-(2'-naphthyl)alanine. -Using (R)-4phenyloxazolidinone (II) as chiral auxiliary, the synthesis of the optically pure amino acid (VIII) is achieved by diastereoselective methylation followed by indirect azidation a
## Abstract For Abstract see ChemInform Abstract in Full Text.
Reformatsky reaction of ethyl bromodifluoroacetate with N,N-(dibenzyl)-1H-benzotriazolyl-1-methylamine gave fully protected a,a-difluoro-b-alanine. Hydrogenolysis and hydrolysis furnished a,a-difluoro-b-alanine. Further transformation into N-phthalimido-a,a-difluoro-b-alanine was described.