Organocatalytic Enantioselective Synthesis of Axially Chiral Molecules: Development of Strategies and Skeletons.
Sign Up to like & getrecommendations! Published in 2022 at "Accounts of chemical research"
DOI: 10.1021/acs.accounts.2c00509
Abstract: ConspectusThe growing importance of axially chiral architectures in different scientific domains has unveiled shortcomings in terms of efficient synthetic access and skeletal variety. This account describes our strategies in answering these challenges within the organocatalytic… read more here.
Keywords: enantioselective synthesis; development; organocatalytic enantioselective; arylation ... See more keywords
Organocatalytic Enantioselective γ-Elimination: Applications in the Preparation of Chiral Peroxides and Epoxides.
Sign Up to like & getrecommendations! Published in 2020 at "Organic letters"
DOI: 10.1021/acs.orglett.0c00295
Abstract: An organocatalyzed enantioselective γ-elimination process has been achieved and applied in the kinetic resolution of peroxides to access chiral peroxides and epoxides. The reaction provided a pathway for the preparation of two useful synthetic and… read more here.
Keywords: elimination applications; peroxides epoxides; organocatalytic enantioselective; chiral peroxides ... See more keywords
Organocatalytic Enantioselective Construction of Spiroketal Lactones Bearing Axial and Central Chirality via an Asymmetric Domino Reaction.
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DOI: 10.1021/acs.orglett.2c00845
Abstract: The catalytic asymmetric synthesis of chiral compounds with multiple stereogenic elements via a single catalytic process is challenging. This paper proposes a domino asymmetric electrophilic halocyclization strategy for constructing heterocycloalkenyl atropisomeric spiroketal lactones. A single… read more here.
Keywords: spiroketal lactones; construction spiroketal; enantioselective construction; domino ... See more keywords
Organocatalytic Enantioselective γ-Position-Selective Mannich Reactions of β-Ketocarbonyl Derivatives
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DOI: 10.1021/acs.orglett.2c02433
Abstract: Catalytic asymmetric Mannich reactions of β-ketocarbonyl derivatives (such as β-ketoesters and (2-oxopropyl)phosphonate), resulting in the formation of a C–C bond at the γ-position of the β-ketocarbonyl derivatives with high enantioselectivities, are reported. The bond formation… read more here.
Keywords: reactions ketocarbonyl; ketocarbonyl derivatives; organocatalytic enantioselective; enantioselective position ... See more keywords
Organocatalytic Enantioselective Vinylogous Michael-Aldol Cascade for the Synthesis of Spirocyclic Compounds.
Sign Up to like & getrecommendations! Published in 2017 at "Organic letters"
DOI: 10.1021/acs.orglett.7b02085
Abstract: Enantioselective synthesis of pyrazolone-fused spirocyclohexenols by the secondary amine-catalyzed cascade reaction of α,β-unsaturated aldehydes with α-arylidene pyrazolinones is reported. This formal [3 + 3] organocascade reaction proceeds through a vinylogous Michael-aldol sequence to furnish the… read more here.
Keywords: aldol cascade; michael aldol; organocatalytic enantioselective; vinylogous michael ... See more keywords
Organocatalytic, Enantioselective Friedel-Crafts Reaction of Indoles in the Carbocyclic Ring and Electron-Rich Phenols.
Sign Up to like & getrecommendations! Published in 2018 at "Organic letters"
DOI: 10.1021/acs.orglett.8b00503
Abstract: An efficient method has been successfully developed to achieve the asymmetric C-H functionalization of indoles in the carbocyclic ring via organocatalysis, and a variety of tetrahydropyranoindoles were synthesized in good yields with excellent stereoselectivities. Further… read more here.
Keywords: indoles carbocyclic; organocatalytic enantioselective; enantioselective friedel; crafts reaction ... See more keywords
Organocatalytic Enantioselective Cycloetherifications Using a Cooperative Cation-Binding Catalyst.
Sign Up to like & getrecommendations! Published in 2018 at "Organic letters"
DOI: 10.1021/acs.orglett.8b02240
Abstract: A highly enantioselective cycloetherification strategy for the straightforward synthesis of enantioenriched tetrahydrofurans, tetrahydropyrans, and oxepanes using Song's cation-binding oligoEG catalyst and KF as the base is demonstrated. A wide range of ε-, ζ-, and η-hydroxy-α,β-unsaturated… read more here.
Keywords: cation; organocatalytic enantioselective; enantioselective cycloetherifications; cation binding ... See more keywords
Organocatalytic Enantioselective Addition of α-Aminoalkyl Radicals to Isoquinolines.
Sign Up to like & getrecommendations! Published in 2018 at "Organic letters"
DOI: 10.1021/acs.orglett.8b02791
Abstract: With a dual organocatalytic system involving a chiral phosphoric acid and a dicyanopyrazine-derived chromophore (DPZ) photosensitizer and under the irradiation with visible light, an enantioselective Minisci-type addition of α-amino acid-derived redox-active esters (RAEs) to isoquinolines… read more here.
Keywords: addition; organocatalytic enantioselective; enantioselective addition; aminoalkyl radicals ... See more keywords
Organocatalytic enantioselective functionalization of indoles in the carbocyclic ring with cyclic imines
Sign Up to like & getrecommendations! Published in 2019 at "New Journal of Chemistry"
DOI: 10.1039/c8nj05577g
Abstract: An organocatalytic enantioselective functionalization in the carbocyclic ring of indoles with benzoxathiazine 2,2-dioxides is described using a quinine-derived bifunctional organocatalyst. read more here.
Keywords: carbocyclic ring; organocatalytic enantioselective; indoles carbocyclic; functionalization indoles ... See more keywords
Organocatalytic enantioselective allylic alkylation of α-aryl γ-lactones: an approach to densely functionalized quaternary stereocentres.
Sign Up to like & getrecommendations! Published in 2020 at "Chemical communications"
DOI: 10.1039/d0cc02058c
Abstract: The asymmetric allylic alkylation (AAA) of α-aryl γ-lactones involving the activation of Morita-Baylis-Hillman (MBH) carbonates by an original chiral Lewis base is reported. A wide range of γ-lactones bearing a quaternary stereocentre was thus obtained… read more here.
Keywords: organocatalytic enantioselective; aryl lactones; allylic alkylation; enantioselective allylic ... See more keywords
Photochemical organocatalytic enantioselective radical γ-functionalization of α-branched enals.
Sign Up to like & getrecommendations! Published in 2022 at "Chemical communications"
DOI: 10.1039/d2cc01638a
Abstract: Reported herein is a rare example of asymmetric catalytic functionalisation of enals at the remote γ-position, proceeding via a radical path. The process requires visible light and exploits the synergistic actions of two distinct organocatalysts.… read more here.
Keywords: branched enals; functionalization branched; radical functionalization; enantioselective radical ... See more keywords