ChemCatChem · 2020 · 18 citations · 103 references
Natural SciencesBiochemistryChemistryBiocatalysisGreen ChemistryNatural Product BiosynthesisOrganic SynthesisPlant Natural Product BiosynthesisSecondary Metabolite BiosynthesisTerpenoid BiosynthesisHeterocyclic Natural ProductsMacrocyclic Natural ProductsMetathesis CatalysisMetathesis ReactionsMultistep SynthesisOlefin MetathesisOlefin Metathesis CatalysisTransformations
Abstract 4‐Hydroxyphenylpropanoids represent an important class of natural products directly extracted from plants or derived from lignocelullosic materials. They are phenol derivatives equipped with a terminal propenyl group, which is perfectly suited for applications involving olefin metathesis processes. In this review, we show that conditions have been found to achieve their self‐metathesis, cross metathesis as well as some sequential transformations with metathesis as a key step with high yields and controlled stereoselectivities. Some applications in multi‐step synthesis of biological relevant natural products involving metathetic transformations of 4‐hydroxyphenylpropanoids are also reported.
103
A General Model for Selectivity in Olefin Cross Metathesis
Arnab Chatterjee, Tae‐Lim Choi, Daniel P. Sanders et al. · Journal of the American Chemical Society · 2003 · 1.5K citations
Peter Schwab, Marcia B. France, Joseph W. Ziller et al. · Angewandte Chemie International Edition in English · 1995 · 1.5K citations