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Michael reaction

About: Michael reaction is a research topic. Over the lifetime, 12649 publications have been published within this topic receiving 224118 citations. The topic is also known as: Michael addition.


Papers
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Journal ArticleDOI
TL;DR: Michael reaction of malonates to nitrooleolefins with chiral bifunctional organocatalysts, bearing both a thiourea and tertiary amino group, afforded Michael adducts with high yields and enantioselectivities.
Abstract: Michael reaction of malonates to nitroolefins with chiral bifunctional organocatalysts, bearing both a thiourea and tertiary amino group, afforded Michael adducts with high yields and enantioselectivities (up to 95%, up to 93% ee).

1,202 citations

Journal ArticleDOI
TL;DR: Recent progress in the field of asymmetric organocatalytic 1,4-conjugate addition reactions, regarded as belonging among the more synthetically important carbon-carbon bond-forming reactions, is described in this article.

1,022 citations

Journal ArticleDOI
TL;DR: A new class of bifunctional catalysts bearing a thiourea moiety and an amino group on a chiral scaffold bearing 3,5-bis(trifluoromethyl)benzene and dimethylamino groups was revealed to be highly efficient for the asymmetric Michael reaction of 1,3-dicarbonyl compounds to nitroolefins.
Abstract: We synthesized a new class of bifunctional catalysts bearing a thiourea moiety and an amino group on a chiral scaffold. Among them, thiourea 1e bearing 3,5-bis(trifluoromethyl)benzene and dimethylamino groups was revealed to be highly efficient for the asymmetric Michael reaction of 1,3-dicarbonyl compounds to nitroolefins. Furthermore, we have developed a new synthetic route for (R)-(-)-baclofen and a chiral quaternary carbon center with high enantioselectivity by Michael reaction. In these reactions, we assumed that a thiourea moiety and an amino group of the catalyst activates a nitroolefin and a 1,3-dicarbonyl compound, respectively, to afford the Michael adduct with high enantio- and diastereoselectivity.

884 citations

Journal ArticleDOI
TL;DR: Cinchona alkaloid-derived chiral bifunctional thiourea organocatalysts were synthesized and applied in the Michael addition between nitromethane and chalcones with high ee and chemical yields.

862 citations


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Performance
Metrics
No. of papers in the topic in previous years
YearPapers
2023135
2022291
2021280
2020283
2019297
2018348