Synlett · 2016 · 12 citations · 0 references
Natural SciencesChemical EngineeringChemistryOrganic ChemistryHeterocycle SynthesisHeterocyclic ChemistryHeterocyclic CompoundsMacrocycle SynthesisOrganic SynthesisRetrosynthetic AnalysisAsymmetric Heterocycle SynthesisChiralityHydrogen Bond GeometryOlefin MetathesisRing-closing MetathesisStereocontrolled Library SynthesisStereospecific Reaction Design
Described herein is a flexible modular approach to planar chiral carba-paracyclophanes via the stepwise assembly of two distinct side arms and the aromatic core followed by ring-closing olefin metathesis. Planar chirality is induced by one chiral sulfinyl group by forming a hydrogen bond to the phenol in the aromatic unit.