A Novel Route to Dipeptides via Noncondensation of Amino Acids: 2‐Aminoperfluoropropene as a Synthon for Trifluoroalanine Dipeptides.

Abstract

A Novel Route to Dipeptides via Noncondensation of Amino Acids: 2-Aminoperfluoropropene as a Synthon for Trifluoroalanine Dipeptides. -The method enables the C-N bond formation for peptide synthesis under very mild conditions with complete preference of the amino group [cf. (XVIII)]. -(GUO, Y.; FUJIWARA, K.; UNEYAMA*, K.; Org. Lett. 8 (2006) 5, 827-829; Dep. Appl. Chem., Fac. Eng., Okayama Univ., Tsushima, Okayama 700, Japan; Eng.) -R. Steudel 28-182

Multiple-fold C–F bond functionalization for the synthesis of (hetero)cyclic compounds: fluorine as a detachable chemical handle

“…Several excellent reviews related to synthetic and mechanistic aspects of C-F bond activation by means of metal catalysis, photocatalysis, and enzyme catalysis have been reported. 13,17,[19][20][21][23][24][25][26][27] Early works of defluorination synthesis have been well studied by the research groups of Uneyama,27a,b Ichikawa, 27c Chen, 27d-f Hu, 27g,h and others. 27i-k However, most of these advances were achieved on the manipulation of single C-F bond.…”