Chiral secondary amine catalyzed asymmetric cascade reactions

• Main Author: Dai, Lu
• Other Authors: Loh Teck Peng
• Format: Theses and Dissertations
• Language: English
• Published: 2012
• Subjects: DRNTU::Science::Chemistry
• Online Access: https://hdl.handle.net/10356/50607
• Institution: Nanyang Technological University

Enantioselective organocatalytic cascade reactions have attracted more and more attention during recent years. Chiral secondary amine catalyst played an important role in this kind of reaction. Hence three novel investigations of chiral secondary amine catalyzed asymmetric cascade reactions were developed. L-proline and silyl prolinol ether were utilized in the projects, which efficiently catalyzed three different cascade processes: α-amination/condensation/nitrone [3+2] cycloaddition, aza-Michael-Michael-acetalization, and oxo-Michael-Michael-Michael-aldol reactions. All the reactions showed high to excellent diastereoselectivity and enantioselectivity in multi stereogenic centers and hence constructed complicated molecules.