Ab Initio Calculation of Optical Rotation in(P)-(+)-[4]Triangulane

摘要

Understanding,predicting,and manipulating the properties of chiral molecules is a primary objective of organic chemistry.Much of today's organic synthetic methodology aims "simply" to control the absolute and relative configurations of stereogenic centers.This control is a matter of grave importance to the pharmaceutical industry,where the stereochemical purity of chiral drugs is ideally achieved by synthetic design rather than by stereoisomer separation of the final product.The drug thalidomide,prescribed to pregnant women in the 1960s for morning sickness,is a sad example where this factor was underestimated:although one enantiomer works as a sedative,the other is a potent teratogen and damages fetal tissue,and both are formed in vivo through rapid interconversion.