Enantioselective Synthesis of Amines by Chiral Brønsted Acid Catalysts

Terada, Masahiro; Momiyama, Norie

doi:10.1002/9783527629541.ch3

Chiral Amine Synthesis 2010

DOI: 10.1002/9783527629541.ch3

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Enantioselective Synthesis of Amines by Chiral Brønsted Acid Catalysts

Masahiro Terada

Norie Momiyama

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Cited by 3 publications

(1 citation statement)

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“…In recent years, chiral phosphoric acids have been widely utilized as efficient enantioselective organocatalysts for numerous organic reactions . Among the reactions investigated, the activation of imines by BINOL-based phosphoric acids 1 has proven to be an attractive and efficient method for constructing nitrogen-containing chiral centers . The asymmetric Friedel–Crafts alkylation of electron-rich aromatic compounds to imines using chiral phosphoric acid catalysts has been one of the most extensively studied areas in the past decade .…”

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confidence: 99%

Chiral Phosphoric Acid Catalyzed Highly Enantioselective Friedel–Crafts Alkylation Reaction of C3-Substituted Indoles to β,γ-Unsaturated α-Ketimino Esters

Lou

Ding

et al. 2015

Org. Lett.

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A highly enantioselective C2 Friedel-Crafts alkylation reaction of 3-substituted indoles to β,γ-unsaturated α-ketimino esters has been developed. This reaction was efficiently catalyzed by a chiral phosphoric acid catalyst. The corresponding C2-substituted indole derivatives, bearing an α-ketimino ester motif, were obtained in moderate to high yields (up to 93%) and with high enantioselectivities (up to >99% ee).

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mentioning

confidence: 99%

Chiral Phosphoric Acid Catalyzed Highly Enantioselective Friedel–Crafts Alkylation Reaction of C3-Substituted Indoles to β,γ-Unsaturated α-Ketimino Esters

Lou

Ding

et al. 2015

Org. Lett.

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ChemInform Abstract: Enantioselective Synthesis of Amines by Chiral Broensted Acid Catalysts

Terada

Momiyama

2011

ChemInform

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Methods of Synthesis of Remdesivir, Favipiravir, Hydroxychloroquine, and Chloroquine: Four Small Molecules Repurposed for Clinical Trials during the Covid-19 Pandemic

Bujuq

2020

Synthesis

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The novel coronavirus (COVID-19) disease has rapidly evolved into a sweeping pandemic despite public health measures. Screening and development of new vaccines and antivirals are expensive and time consuming. However, the repositioning of available drugs is an essential and universal strategy in the development of new drugs and therefore should receive priority attention as well as international government and agency support. Significant drugs such as chloroquine, hydroxychloroquine, favipiravir and remdesivir, are currently undergoing clinical studies to test their efficacy and safety. Some promising results have been achieved thus far in the treatment of COVID-19. In this article we summarize and discuss the most common synthetic strategies to apply in the preparation of these drug molecules. It is hoped that this compendium will provide an accessible useful guide and reference source for scientists, researchers and academia in their battle against COVD-19.1 Introduction2 Synthesis of Chloroquine (CQ) and Hydroxychloroquine (HCQ)2.1 Synthesis of 4,7-Dichloroquinoline 1 2.2 Synthesis of 2-Amino-5-(diethylamino)pentane (Novoldiamine) 2 2.3 Synthesis of 5-(N-Ethyl-N-2-hydroxyethylamino)-2-pentylamine 4 2.4 Developed Methods for Synthesis of Chloroquine and Hydroxychloroquine2.5 Synthesis of (R)-Chloroquine, (S)-Chloroquine, (R)-Hydroxychloroquine and (S)-Hydroxychloroquine3 Synthesis of Favipiravir (Avigan)4 Synthesis of Remdesivir5 Conclusion

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Enantioselective Synthesis of Amines by Chiral Brønsted Acid Catalysts

Cited by 3 publications

References 167 publications

Chiral Phosphoric Acid Catalyzed Highly Enantioselective Friedel–Crafts Alkylation Reaction of C3-Substituted Indoles to β,γ-Unsaturated α-Ketimino Esters

Chiral Phosphoric Acid Catalyzed Highly Enantioselective Friedel–Crafts Alkylation Reaction of C3-Substituted Indoles to β,γ-Unsaturated α-Ketimino Esters

ChemInform Abstract: Enantioselective Synthesis of Amines by Chiral Broensted Acid Catalysts

Methods of Synthesis of Remdesivir, Favipiravir, Hydroxychloroquine, and Chloroquine: Four Small Molecules Repurposed for Clinical Trials during the Covid-19 Pandemic

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