Synthesis of Novel Derivatives of (1S, 4S)??2, 5??Diazabicyclo [2.2. 1] heptane and Their Evaluation as Potential Ligands in Asymmetric Catalysis

…, V González??López, L Romero??Ponce…

Index: Melgar-Fernandez, Roberto; Gonzalez-Olvera, Rodrigo; Olivares-Romero, J. Luis; Gonzalez-Lopez, Vianney; Romero-Ponce, Leticia; Ramirez-Zarate, Maria Del Refugio; Demare, Patricia; Regla, Ignacio; Juaristi, Eusebio European Journal of Organic Chemistry, 2008 , # 4 p. 655 - 672

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Citation Number: 23

Abstract

Abstract Thirty-seven (most of them novel) chiral derivatives of (1S, 4S)-2, 5-diazabicyclo [2.2. 1] heptane (2–36, 38, 39) were prepared from (S)-trans-4-hydroxyproline. A selection of these chiral ligands were examined as potential ligands in the preparation of catalysts for the enantioselective addition of diethylzinc to aldehydes and as chiral Lewis acid activators in the asymmetric Diels–Alder reaction. In the former system, diamine 30 induced up to 92 ...