Automated reaction path search method predicts accurate stereochemistry of pericyclic reactions using only target molecule structure.
Researchers at the Institute for Chemical Reaction Design and Discovery (WPI-ICReDD) have demonstrated the expanded use of a computational method called the Artificial Force Induced Reaction (AFIR) method, predicting pericyclic reactions with accurate stereoselectivity based only on information about the target product molecule. The accurate prediction of a molecule’s stereochemistry—i.e., the 3D arrangement of its constituent atoms—is unprecedented for such an automated reaction path search method. This study serves as proof of concept that the AFIR method has the potential to discover novel reactions with specific stereochemistry.
In this study, AFIR is used to calculate retrosynthetic, or reverse, reactions going from product molecules to starting materials. Previously, AFIR has been used to predict small, simple reactions, but accurate stereochemistry predictions were out of reach, limiting the technique’s applicability. In this study, researchers overcome this hurdle by using the AFIR method on a major class of chemical reactions called pericyclic reactions, which are commonly found in biological processes, including the synthesis of Vitamin D.