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Stereoselective synthesis of an erythro N-protected α-amino epoxide derivative

✍ Scribed by Masaaki Kurihara; Kei Ishii; Yoko Kasahara; Naoki Miyata

Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
123 KB
Volume
40
Category
Article
ISSN
0040-4039

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✦ Synopsis

Erythro a-amino epoxide, an important intermediate for synthesis of protease inhihitors, was synthesized from propargylic alcohol in a highly enantio-and diastereoselective manner.

📜 SIMILAR VOLUMES

Functionalized erythro N-protected α-ami
Functionalized erythro N-protected α-amino epoxides. Stereocontrolled synthesis and biological activity
✍ Amnon Albeck; Gary I. Estreicher 📂 Article 📅 1997 🏛 Elsevier Science 🌐 French ⚖ 753 KB

Erythro N-protected a-amino epoxides, derived from s-amino acids bearing functionalized side chains, were synthesized. The key synthetic step is a stereoselective reduction of the corresponding haloketone either to the halohydrin or directly to the epoxide. The side chains include ester, ether and a