Total Synthesis and Structure Revision of Halioxepine
Caroline Poock, Markus Kalesse
Abstract
The first total synthesis of halioxepine is accomplished using a 1,4-addition for constructing the quaternary center at C10 and a halo etherification for the generation of the tertiary ether at C7. The correct structure of halioxepine was determined by assembling different enantiomeric building blocks and by changing the relative configuration between C10 and C15.
Topics & Concepts
Total synthesisEtherEnantiomerHaloCenter (category theory)StereochemistryChemistryMathematicsCrystallographyOrganic chemistryPhysicsAstrophysicsGalaxyChemical synthesis and alkaloidsAlkaloids: synthesis and pharmacologyAsymmetric Synthesis and Catalysis