Stereochemical and skeletal diversity arising from amino propargylic alcohols

Abstract

(Figure presented) An efficient synthetic pathway to the possible stereoisomers of skeletally diverse heterocyclic small molecules is presented. The change in shape brought about by different intramolecular cyclizations of diastereoisomeric amino propargylic alcohols is quantified using principal moment-of-inertia (PMI) shape analysis. © 2010 American Chemical Society.