Stereoselective Construction of (<i>E,Z</i>)‐1,3‐Dienes and Its Application in Natural Product Synthesis
Pierre Hubert, Elena Seibel, Christine Beemelmanns, Jean‐Marc Campagne, Renata Marcia de Figueiredo
Abstract
Abstract The E,Z ‐configured 1,3‐diene unit is a common motif in numerous bioactive natural products. Although several powerful methods are available to produce these motifs with high levels of selectivity, their construction within a complex, polyfunctionalised structure, such as a natural product, requires well‐defined strategies to avoid undesirable reactions and low‐to‐moderate selectivities. The aim of this review is to provide a full account of the stereoselective strategies for building E,Z ‐configured 1,3‐dienes, as well as to highlight selected total syntheses that employ them. magnified image
Topics & Concepts
ChemistryStereoselectivityNatural productDieneTotal synthesisCombinatorial chemistryStereochemistrySelectivityOrganic chemistryBiochemical engineeringCatalysisEngineeringNatural rubberSynthetic Organic Chemistry MethodsAsymmetric Synthesis and CatalysisCatalytic C–H Functionalization Methods