By Peng-Fei Xu, Wei Wang
Demonstrates some great benefits of catalytic cascade reactions for synthesizing average items and pharmaceuticals
Riding the wave of eco-friendly chemistry, catalytic cascade reactions became essentially the most lively study components 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 artificial efficiency.
Featuring contributions from a world workforce of pioneers within the box, Catalytic Cascade Reactions demonstrates the flexibility and alertness of those reactions for synthesizing worthwhile compounds. The booklet examines either organocatalysis and transition-metal catalysis reactions, bringing readers modern with the most recent discoveries and actions in all significant parts of catalytic cascade response research.
Catalytic Cascade Reactions begins with 3 chapters devoted to organocatalytic cascade reactions, exploring amines, Brønsted acids, and the applying of organocatalytic cascade reactions in traditional product synthesis and drug discovery. subsequent, the publication covers:
- Gold-catalyzed cascade reactions
- Cascade reactions catalyzed through ruthenium, iron, iridium, rhodium, and copper
- Palladium-catalyzed cascade reactions of alkenes, alkynes, and allenes
- Application of transition-metal catalyzed cascade reactions in normal product synthesis and drug discovery
- Engineering mono- and multifunctional nanocatalysts for cascade reactions
- Multiple-catalyst-promoted cascade reactions
All chapters are completely referenced, offering easy access to big unique study findings and stories in order that readers can discover person themes in larger depth.
Drawing jointly and reading released findings scattered around the literature, this e-book offers a unmarried resource that encapsulates our present knowing of catalytic cascade methods. in addition, it units the level for the advance of recent catalytic cascade reactions and their functions.
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Extra resources for Catalytic Cascade Reactions
80 Organocatalytic Michael–Morita–Baylis–Hillman cascade. 81 Mechanism proposed for the Michael–Morita–Baylis–Hillman cascade. with a Nazarov reagent 185 (cycle I). Then, hydrolysis of the intermediate 187 leads to intermediate 188 and recovery of the catalyst. In the second cycle (cycle II), it is suggested that 34, now acting as a nucleophilic catalyst for activation of the double bond, is involved in the intramolecular Morita–Baylis–Hillman reaction of 188. 2 Iminium-Activated Hetero-[3 + 3] Reactions Stable enol and enamine bearing 1,3-nucleophilic sites have also been utilized to develop oxo- or aza- [3 + 3] reactions of α,β-unsaturated aldehydes.
Upon hydrolysis, the enantioenriched cycloaddition product was produced while releasing the chiral amine catalyst. MacMillan’s group advanced the iminium activation strategy to intramolecular Diels–Alder reactions with good diastereoselectivity (up to 20 : 1) and enantioselectivity . The strategy was applied in the total synthesis of (+)-hapalindole Q . A novel binaphthyl-based diamine was utilized to catalyze Diels–Alder reaction of α,β-unsaturated aldehydes with unprecedented high exo selectivity .
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.