Recent Advances on Catalytic Enantioselective Protonation for Construction of α-Tertiary Carbonyl Compounds DOI Open Access
Weidi Cao, Xiaohua Liu

Chinese Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 43(3), P. 961 - 961

Published: Jan. 1, 2023

Catalytic enantioselective protonation (EP) is a straightforward and effective approach to construct enantioenriched carbonyl compounds containing tertiary stereocenter at its α-position, which has been widely applied in organic synthesis medicinal chemistry.This field significant advances recent decades, relevant reviews based on substrate category, catalytic system reaction type have reported successively.In this paper, new developments are updated summarized since 2019, classied into the directly asymmetric of performed enolates situ enolates, α-carbanion, or α-radical intermediates, involving variety categories, systems, activation modes, as well strategies means.It expected that these studies can inspire chemists continuously contribute further promote development chemistry, catalysis other related fields, provide facile efficient access high-value chiral molecules, including natural products their drugs, drug candidates so on.

Language: Английский

Formation of Chiral All-Carbon Quaternary Stereocenters by Photoinduced Cobalt-Catalyzed Enantioselective Radical Coupling DOI
Yue Jia, Kai Zhang, Liang‐Qiu Lu

et al.

ACS Catalysis, Journal Year: 2024, Volume and Issue: 14(18), P. 13550 - 13556

Published: Aug. 28, 2024

Photoinduced enantioselective strategies provide an efficient way to access chiral all-carbon quaternary stereocenters. Compared with the well-developed metal-catalyzed asymmetric conjugate addition of organometallic reagents enones, construction stereocenters through a radical process still remains challenging, especially for acyclic enones due their enhanced conformational mobility. Herein, we disclose photoinduced cobalt-catalyzed coupling α,β-unsaturated 2-acyl imidazoles and α-silylamines give β,β-disubstituted γ-amino acid derivatives carbon The facile protocol shows good functional group tolerance broad substrate scope. corresponding products were obtained in generally yields (up 96%) high enantioselectivities 99:1 e.r.).

Language: Английский

Citations

2

Catalytic photochemical enantioselective α-alkylation with pyridinium salts DOI Creative Commons
Santhivardhana Reddy Yetra, Nathan Schmitt, Uttam K. Tambar

et al.

Chemical Science, Journal Year: 2022, Volume and Issue: 14(3), P. 586 - 592

Published: Dec. 8, 2022

We have developed a chiral amine catalyzed enantioselective α-alkylation of aldehydes with amino acid derived pyridinium salts as alkylating reagents.

Language: Английский

Citations

10

Radical Conjugate Addition of Acylsilane Enabled by Synergistic Photoredox and Lewis Acid Catalysis DOI

Ning Guo,

Yao Luo, Lili Feng

et al.

Asian Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 12(5)

Published: April 12, 2023

Abstract A visible‐light‐induced acyl radical conjugate addition to electron‐deficient alkenes with acylsilane was realized by merging photoredox and Lewis acid catalysis under mild reaction conditions. Various tri‐ tetra‐substituted furans were obtained good yield (up 97%) from α,β‐unsaturated ketones. Based on the experimental results spectral analysis, a possible catalytic cycle involving 1,4‐conjugate addition/ring‐closure/arylation sequence proposed. Beyond that, 1,6‐acyl para ‐quinone methides also accomplished deliver series of α‐aryl ketones using this synergistic protocol.

Language: Английский

Citations

6

Asymmetric catalytic alkylation of vinyl azides with 3-bromo oxindoles: water-assisted chemo- and enantiocontrol DOI
Ziwei Zhong, Lichao Ning,

Yican Lu

et al.

Science China Chemistry, Journal Year: 2023, Volume and Issue: unknown

Published: Jan. 9, 2023

Language: Английский

Citations

5

Recent Advances on Catalytic Enantioselective Protonation for Construction of α-Tertiary Carbonyl Compounds DOI Open Access
Weidi Cao, Xiaohua Liu

Chinese Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 43(3), P. 961 - 961

Published: Jan. 1, 2023

Catalytic enantioselective protonation (EP) is a straightforward and effective approach to construct enantioenriched carbonyl compounds containing tertiary stereocenter at its α-position, which has been widely applied in organic synthesis medicinal chemistry.This field significant advances recent decades, relevant reviews based on substrate category, catalytic system reaction type have reported successively.In this paper, new developments are updated summarized since 2019, classied into the directly asymmetric of performed enolates situ enolates, α-carbanion, or α-radical intermediates, involving variety categories, systems, activation modes, as well strategies means.It expected that these studies can inspire chemists continuously contribute further promote development chemistry, catalysis other related fields, provide facile efficient access high-value chiral molecules, including natural products their drugs, drug candidates so on.

Language: Английский

Citations

4