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- Title
Efficient and Direct Synthesis of γ-Amino-α,β-Unsaturated Amides by Catalyzed Allylic Substitution of α-Fluoroenamides: Toward to Synthesis of Hybrid Peptides and Indolizidines.
- Authors
Reddy, K. Harsha vardhan; Bédier, Matthieu; Bouzbouz, Samir
- Abstract
A variety of γ-amino-α,β-unsaturated amides have been synthesized from readily available α-fluoroenamides precursors via an unprecedented intermolecular and intramolecular conjugative catalytic amination process. These γ-amino-α,β-unsaturated amides are useful intermediates for accessing rarely synthesized hybrid peptides, αγα sequences, and various classes of alkaloids containing a pyrrolidine ring, as illustrated by total synthesis of the indolizidine alkaloid coniceine.
- Subjects
AMIDES; INDOLIZIDINES synthesis; INTRAMOLECULAR catalysis; AMINATION; INTERMEDIATES (Chemistry); PYRROLIDINE
- Publication
European Journal of Organic Chemistry, 2018, Vol 2018, Issue 12, p1455
- ISSN
1434-193X
- Publication type
Article
- DOI
10.1002/ejoc.201800110