Lithium Chloride Catalyzed Asymmetric Domino Aza‐Michael Addition/[3 + 2] Cycloaddition Reactions for the Synthesis of Spiro‐ and Bicyclic α,β,γ‐Triamino Acid Derivatives

• Published in: European journal of organic chemistry Vol. 2018; no. 37; pp. 5213 - 5221
• Main Authors: Just, David, Hernandez‐Guerra, Daniel, Kritsch, Susanne, Pohl, Radek, Císařová, Ivana, Jones, Peter G., Mackman, Richard, Bahador, Gina, Jahn, Ullrich
• Format: Journal Article
• Language: English
• Published: Weinheim Wiley Subscription Services, Inc 09.10.2018
• Subjects: 1,3 Dipolar cycloaddition; Cascade chemical reactions; Chemical reactions; Chemical synthesis; Cycloaddition; Derivatives; Diazo transfer; Hepatitis C; Lithium; Lithium chloride; Michael addition; Nitrogen heterocycles; Non‐natural amino acids; Pyrimidines; Reagents; Stereochemistry; Tandem reactions; Viruses; β‐Prolines

Angularly and peri‐fused tricyclic pyrrolidinopyrazolines are efficiently prepared by LiCl‐catalyzed domino aza‐Michael addition‐1,3‐dipolar cycloaddition reactions. The absolute stereochemistry is controlled in the aza‐Michael addition step, nonaflyl azide serves as effective diazo transfer reagent...