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

作者:Boukattaya Fatma; Caille Julien; Ammar Houcine; Rouzier Florian; Boeda Fabien; Pearson Long Morwenna S M; Bertus Philippe*
来源:Synthesis (Germany), 2016, 48(6): 906-916.
DOI:10.1055/s-0035-1560404

摘要

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.

  • 出版日期2016-3