By Peng-Fei Xu, Wei Wang
Demonstrates the benefits of catalytic cascade reactions for synthesizing ordinary items and pharmaceuticals
Riding the wave of eco-friendly chemistry, catalytic cascade reactions became essentially the most energetic learn parts in natural synthesis. in the course of a cascade response, only one response solvent, one workup approach, and one purification step are wanted, hence considerably expanding man made efficiency.
Featuring contributions from a global crew of pioneers within the box, Catalytic Cascade Reactions demonstrates the flexibility and alertness of those reactions for synthesizing invaluable compounds. The e-book examines either organocatalysis and transition-metal catalysis reactions, bringing readers brand new with the newest discoveries and actions in all significant components of catalytic cascade response research.
Catalytic Cascade Reactions begins with 3 chapters devoted to organocatalytic cascade reactions, exploring amines, Brønsted acids, and the appliance of organocatalytic cascade reactions in ordinary product synthesis and drug discovery. subsequent, the booklet covers:
- Gold-catalyzed cascade reactions
- Cascade reactions catalyzed via ruthenium, iron, iridium, rhodium, and copper
- Palladium-catalyzed cascade reactions of alkenes, alkynes, and allenes
- Application of transition-metal catalyzed cascade reactions in typical product synthesis and drug discovery
- Engineering mono- and multifunctional nanocatalysts for cascade reactions
- Multiple-catalyst-promoted cascade reactions
All chapters are completely referenced, delivering easy accessibility to big unique examine findings and studies in order that readers can discover person themes in better depth.
Drawing jointly and studying released findings scattered around the literature, this ebook presents a unmarried resource that encapsulates our present knowing of catalytic cascade tactics. in addition, it units the level for the improvement of latest catalytic cascade reactions and their purposes.
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Additional info for Catalytic Cascade Reactions
72 Thiol addition–amination–reduction–cyclization reaction. It was possible to incorporate amphiphilic components in one substrate in the organocatalytic domino reactions of enals. 73) . 73 Catalytic asymmetric aminosulfenylation of enals. 74) . Up to 85% yield, 98 : 2 dr, and 99% ee of the reduced alcohols 175 were achieved. Quintard and Alexakis developed a double Michael addition reaction of enals, taking advantage of the high reactivity of vinyl sulfone–initiated nucleophilic addition of benzaldoxime, triazole, Angelica lactone, benzyl mercaptan, and 174.
72) . The soft sulfur nucleophile 168 first reacted with the iminium ion intermediate, followed by addition of the enamine intermediate to the azodicarboxylates 169. In situ reduction and cyclization resulted in the formation of highly functionalized oxazolidinones 170 in nearly enantiopure form. 72 Thiol addition–amination–reduction–cyclization reaction. It was possible to incorporate amphiphilic components in one substrate in the organocatalytic domino reactions of enals. 73) . 73 Catalytic asymmetric aminosulfenylation of enals.
MacMillan’s group developed a powerful cascade reaction moderated by SOMO catalysis. The radical cation, generated from an enamine in condensation of imidazolidinone catalyst 208 with aldehyde 207 and subsequent oxidation by Cu2+ oxidant, was expected to engage in a series of 6-endo-trig radical cyclizations terminated by a suitable arene to give a cyclohexadienyl radical. 90). 90 Enantioselective SOMO-catalyzed cyclization. 6 Summary and Outlook Beyond the organic chemists’ initial imagination, two unique interconvertible enamine and iminium activation modes have produced a number of unprecedented powerful cascade processes in the formation of diverse complex structures with high efficiency and excellent stereoselectivities.