Topic: Chiral Derivatizing Agents with Constrained Aromatic Residue for NMR Shift Difference Method

Speaker: Tienthong Thongpanchang - Mahidol University, Bangkok, Thailand

Host: Professor Xuefei Huang

Date: Friday, December 13, 2019

Time: 10:00 AM

Location: 481E & W

More Information:

One of the most frequently used techniques to identify the absolute configuration, especially of natural products, is the application of chiral derivatizing agents (CDAs) with the NMR shift difference method. Chiral derivatizing agents, tetrahydro-1,4-epoxynaphthalene-1-carboxylic acid or THENA and its derivatives, which possess a syn-periplanar arrangement of O–Ca–C=O as a part of the bicyclic system to lock the aromatic residue conformation were introduced.  THENA offered good consistency of Dd, resulting in unambiguous assignment of the absolute configuration when being used in the determination of the absolute configuration of chiral secondary alcohols.