Amino acid derivatives that stabilized secondary structures of polypeptides—III. β-Enaminonitriles as analogs of secondary amides. The MCC group—1-acylamino-2-aminoalkyl-3-cyano-2-cyclopentenes as amino acid analogs.

Amino acid derivatives that stabilize se

Amino acid derivatives that stabilize secondary structures of polypeptides—IV. Practical synthesis of 4-alkyamino-3-cyano-azabicyclo[3.2.1.]oct-3-enes (Ben derivatives) as γ-turn templates

✍ D.S. Kemp; Jeffrey S. Carter 📂 Article 📅 1987 🏛 Elsevier Science 🌐 French ⚖ 189 KB

Ben derivatives have been prepared in five steps from 4-hydroxyproline by Barton cyanoethylation, ring closure, and derivitization. Proof of absolute configuration and practical synthesis of pure Ben enantiomers are described. In the accompanying communication we note that E-enaminonitriles can mim