 Orientational chirality was discovered and characterized by a CC-axis-anchored chiral center and a remotely-anchored blocker. X-ray structural analysis proved that orientations are stabilized by through-space functional groups, making it possible for 1R or S-chiral center to exhibit three orientational isomers simply by rotating operations. A new model system was proposed, fundamentally different from the traditional falconon type or cram type models. In these traditional models, chiral CC center and blocking CC carbons are connected adjacently, and there exist six energy barriers during rotating along the CC axis. In contrast, the present orientational chirality model shows that a chiral CC center is remotely located from a blocking group. Thus, it is focused on the steric dialogue between a chiral CC center and a remotely-anchored functional group. Three energy barriers for either R, or S, CC stereogenicity in the new model were identified. Chiral amide auxiliaries were proven to be an excellent chiral auxiliary in. This article was authored by Xingzhou Jean, Yu Wang, Yao Tang, and others. We are article.tv. Links in the description below.