4.5 Article

A Short Access to Symmetrically ,-Disubstituted -Amino Acids from Acyl Cyanohydrins

期刊

SYNTHESIS-STUTTGART
卷 48, 期 6, 页码 906-916

出版社

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0035-1560404

关键词

amino acids; cyanohydrins; Grignard reagents; nitriles; solvent effects

资金

  1. OMJ grants
  2. 'Ministry of higher education, scientific research, and technology' in Tunisia
  3. Ministere de l'enseignement superieur et de la recherche

向作者/读者索取更多资源

A straightforward synthesis of symmetrically ,-disubstituted -amino acids is presented. The key step of this process relies on the efficient double addition of Grignard reagents to acyl cyanohydrins to provide N-acyl amino alcohols selectively in good yields. The chemoselectivity of the reaction was modulated by the nature of the acyl moiety. Eleven amino acids were prepared, including the particularly simple divinylglycine, which is not easily accessible by using conventional methods.

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