Abstract
This review covers synthetic work carried out in the field of stilbene and oligostilbene chemistry. It includes a brief overview of the methods used for the synthesis of monomeric stilbenoids. The production of oligomeric species by means of enzymatic or microbial conversion is examined in detail. Biomimetic syntheses of stilbene oligomers are then scrutinised. Most of the work is based on the dimerisation of stilbenoid monomers with help of one-electron oxidants or through acid catalysis. Mechanistic interpretations of the oxidative couplings observed by the various groups are proposed and suggest that the outcome of these reaction be guided by the “hard and soft acid and base” (HSAB) principle together with supramolecular interactions between the reacting stilbenoid monomers. Eventually, the few non-biomimetic full syntheses are presented and their strategies analysed.
Keywords: Stilbene, Oligostilbene, Biomimetic synthesis, One-electron oxidants, Enantioselective synthesis
Related Books
2-Deoxy-D-Glucose: Chemistry and Biology
Chiral Ionic Liquids: Applications in Chemistry and Technology
Basics of Organic Chemistry: A Textbook for Undergraduate Students
Advances in Organic Synthesis
The Synthetic Methods, Structures, and Properties of the Ca-C σ Bond Organocalcium Containing Compounds
Advances in Organic Synthesis
Chemistry of Bipyrazoles: Synthesis and Applications
Advances in Organic Synthesis
Advanced Nanocatalysis for Organic Synthesis and Electroanalysis
Advances in Organic Synthesis
25