Thioallenoates in Catalytic Enantioselective [2+2]-Cycloadditions with Unactivated Alkenes.
Sign Up to like & getrecommendations! Published in 2019 at "Tetrahedron"
DOI: 10.1016/j.tet.2019.04.028
Abstract: The application of thioallenoates to catalytic enantioselective [2+2]-cycloadditions with unactivated alkenes is reported.In many cases, the thioallenoates examined exhibit superior reactivity and selectivity compared to the alkoxy analogs generally used in these cycloadditions. read more here.
Keywords: thioallenoates catalytic; enantioselective cycloadditions; cycloadditions unactivated; catalytic enantioselective ... See more keywords
Catalytic Enantioselective Synthesis of Axially Chiral Diarylmethylidene Indanones.
Sign Up to like & getrecommendations! Published in 2021 at "Organic letters"
DOI: 10.1021/acs.orglett.1c01671
Abstract: We describe the first atropselective Suzuki-Miyaura cross-coupling of β-keto enol triflates to access axially chiral (Z)-diarylmethylidene indanones (DAIs). The chemical, physical, and biological properties of DAIs are unknown, despite their being structurally similar to arylidene… read more here.
Keywords: catalytic enantioselective; diarylmethylidene indanones; chiral diarylmethylidene; axially chiral ... See more keywords
Catalytic Enantioselective Desymmetrization of Prochiral Triacylamines via Pseudopeptidic Guanidine-Guanidinium Catalysis.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c02785
Abstract: Triacylamines with Cs symmetry have been explored in asymmetric organocatalysis, leading to the development of a novel catalytic enantioselective desymmetrization of prochiral triacylamines by methanolysis under the catalysis of chiral pseudopeptidic guanidine-guanidinium salt having a… read more here.
Keywords: catalytic enantioselective; prochiral triacylamines; pseudopeptidic guanidine; enantioselective desymmetrization ... See more keywords
Catalytic and Enantioselective Diels-Alder Reactions of (E)-4-Oxopent-2-enoates.
Sign Up to like & getrecommendations! Published in 2017 at "Organic letters"
DOI: 10.1021/acs.orglett.7b01692
Abstract: Novel oxazaborolidines activated by the strong acid triflimide or AlBr3 form cationic chiral catalysts. These are effective catalysts for highly regio- and enantioselective Diels-Alder reactions using substituted (E)-4-oxopent-2-enoates as dienophiles. read more here.
Keywords: catalytic enantioselective; diels alder; reactions oxopent; oxopent enoates ... See more keywords
Catalytic Enantioselective Vinylogous Allylic Alkylation of Coumarins.
Sign Up to like & getrecommendations! Published in 2017 at "Organic letters"
DOI: 10.1021/acs.orglett.7b02421
Abstract: An unprecedented, organocatalytic enantioselective vinylogous γ-allylic alkylation of 4-methylcoumarins has been developed. Using allylic carbonates as the allyl source, this reaction is catalyzed by Lewis basic dimeric Cinchona alkaloid (QD)2PHAL and proceeds exclusively in a… read more here.
Keywords: catalytic enantioselective; vinylogous allylic; alkylation coumarins; allylic alkylation ... See more keywords
Catalytic Enantioselective Synthesis of 1,4-Benzodioxepines.
Sign Up to like & getrecommendations! Published in 2019 at "Organic letters"
DOI: 10.1021/acs.orglett.9b04244
Abstract: An efficient organocatalytic enantioselective synthesis of chiral 1,4-benzodioxepines is described. By proper incorporation of an intramolecular oxetane desymmetrization process, a range of benzylic alcohols bearing an internal oxetane reacted in the presence of a suitable… read more here.
Keywords: synthesis benzodioxepines; catalytic enantioselective; synthesis; enantioselective synthesis ... See more keywords
Catalytic Enantioselective Cyanation: Recent Advances and Perspectives
Sign Up to like & getrecommendations! Published in 2020 at "ACS Catalysis"
DOI: 10.1021/acscatal.0c01918
Abstract: α-Chiral nitriles are prevalent structural motifs in natural products, drugs, and pharmaceutically active compounds. In addition, because the cyano group can undergo various diversifying reactions,... read more here.
Keywords: catalytic enantioselective; cyanation recent; recent advances; advances perspectives ... See more keywords
Catalytic Enantioselective Cyclopropanation of α-Fluoroacrylates: An Experimental and Theoretical Study
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DOI: 10.1021/acscatal.9b00354
Abstract: Herein, we report the catalytic asymmetric synthesis of functionalized fluorocyclopropanes from α-fluoroacrylates. The method using Rh2((S)-TCPTTL)4 allowed the difficult reaction of an in situ-gen... read more here.
Keywords: theoretical study; fluoroacrylates experimental; experimental theoretical; catalytic enantioselective ... See more keywords
Divergent and Scalable Synthesis of α-Hydroxy/Keto-β-amino Acid Analogues by the Catalytic Enantioselective Addition of Glyoxylate Cyanohydrin to Imines
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DOI: 10.1021/acscatal.9b03394
Abstract: The catalytic enantioselective addition of glyoxylate cyanohydrin to imines to afford α-keto-β-amino acid equivalents is reported. Sterically tuned aminobenzothiadiazine catalysts provided high yields and stereoselectivities (up to 100% yield, 99% ee, >99:1 dr) for both… read more here.
Keywords: catalytic enantioselective; amino; amino acid; enantioselective addition ... See more keywords
Catalytic Enantioselective Synthesis of β-Allenyl Boronic Esters by Conjunctive Cross-Coupling with Propargylic Carbonates.
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DOI: 10.1021/acscatal.9b04453
Abstract: Enantioselective conjunctive cross-coupling with propargylic carbonates affords (β-boryl allenes as the reaction product. The reaction is found to proceed through the intermediacy of dimethoxyboronate complexes that are generated in situ by a strain-induced ligand exchange… read more here.
Keywords: conjunctive cross; catalytic enantioselective; propargylic carbonates; coupling propargylic ... See more keywords
Catalytic Enantioselective Synthesis of Difluorinated Alkyl Bromides.
Sign Up to like & getrecommendations! Published in 2020 at "Journal of the American Chemical Society"
DOI: 10.1021/jacs.0c07043
Abstract: We report an iodoarene-catalyzed enantioselective synthesis of β,β-difluoroalkyl halide building blocks. The transformation involves an oxidative rearrangement of α-bromostyrenes, utilizing HF-pyridine as the fluoride source and m-CPBA as the stoichiometric oxidant. A catalyst decomposition pathway… read more here.
Keywords: catalytic enantioselective; synthesis difluorinated; difluorinated alkyl; catalyst ... See more keywords