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.
Asymmetric synthesis of α-alkylated α-amino acids via Schmidt rearrangement of α, α-bisalkylated β-keto esters
✍ Scribed by Gunda I. Georg; Xiangming Guan; Joydeep Kant
- Publisher
- Elsevier Science
- Year
- 1988
- Tongue
- French
- Weight
- 231 KB
- Volume
- 29
- Category
- Article
- ISSN
- 0040-4039
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📜 SIMILAR VOLUMES
The synthesis of chiral, nonracemic, fully protected a,a-disubstituted a-amino acids via the Beckmann rearrangement of tosylated oximes 1 is described. The desired amino acids were obtained in good yields with excellent enantioseleetivities in relatively few steps.
An efficient route for the asymmetric synthesis of ct,a-disubstituted or-amino acids derivatives (1, 2, and 3) starting from readily available epoxy silyl ethers (6) has been developed. High enantiomeric purity can be realized by the present method using a combination of MABR rearrangement of a chir