Asymmetric synthesis of α-alkyl α-amino acids by alkylation of a chiral amidine ester
✍ Scribed by Michael Kolb; Jacqueline Barth
- Publisher
- Elsevier Science
- Year
- 1979
- Tongue
- French
- Weight
- 201 KB
- Volume
- 20
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
A short and convenient asymmetric synthesis of cl-alkyl a-amino acids is described, using (S)(-)-I-dimethoxymethyl-Z-methoxymethyl pyrrolidine (5) as chiral auxiliary reagent.
📜 SIMILAR VOLUMES
For the purpose of practical preparations of a variety of enantiomerically pure uncommon ¢x-amino acids, alkylations of the chiral glycine equivalent 5, which possesses axially chiral binaphthol as an auxiliary, with several electrophiles were investigated. The alkylation proceeded smoothly in satis
The highly stereoselective ring opening of N-tosylaziridine 2-carboxylate esters with LiAIH4 followed by oxidation of the ensuing syn alcohols results in a highly efficient 4 step asymmetric synthesis of a-methyl I~-amino acids from N-sulfinylaziridine 2-carboxylate esters.