Journal
CHEMISTRYSELECT
Volume 6, Issue 15, Pages 3745-3781Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/slct.202100679
Keywords
Asymmetric Synthesis; Enantioselectivity; Hydrogen bonding; Nitroolefin; Organocatalyzed Michael addition
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Funding
- CSIR [02(0381)/19/EMR-II, 02(0382)/19/EMR-II]
- INSPIRE (New Delhi) programme Division [DST/INSPIRE/03/2015/004518, 03/2017/000193]
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The recent advancements in organocatalytic Michael addition reactions to alpha, beta-unsaturated nitroolefins have been discussed, highlighting the rapid innovations made possible by newly developed chiral organocatalysts and the essential role of nitroolefins as well-known Michael acceptors providing structurally necessary nitro-functionalized frameworks.
An organocatalyzed asymmetric Michael addition reaction has been established as the most relevant and dynamic research area for the construction of chiral carbon-carbon and carbon-heteroatom bond. In the current scenario, rapid revolutions on asymmetric Michael addition to nitroolefins have been explored by taking advantage of newly developed chiral organocatalysts. Moreover, nitroolefins have proven as well-known Michael acceptors for providing various structurally essential nitro-functionalized frameworks. In addition to this, remarkable stereoselectivity has been achieved in this asymmetric process by following different mechanistic pathways that involve enamine, iminium ion intermediate formation and bifunctional H-bonding interaction. So, we have discussed the recent advancements of organocatalytic Michael addition reactions to alpha, beta-unsaturated nitroolefins from the year 2016 to 2020.
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