Desymmetrization Process by Mg(II)-Catalyzed Intramolecular Vinylogous Michael Reaction.
Sign Up to like & getrecommendations! Published in 2020 at "Organic letters"
DOI: 10.1021/acs.orglett.0c03417
Abstract: Chiral magnesium catalyzed intramolecular vinylogous Michael reaction of novel cyclohexadienones via a desymmetrization process is reported. (R)-BINOL derived ligand and an achiral amide were employed in the current in situ generated magnesium catalyst, giving the… read more here.
Keywords: vinylogous michael; michael reaction; intramolecular vinylogous; desymmetrization process ... See more keywords
Boron-Catalyzed Michael Reaction of Donor-Acceptor Carboxylic Acid Pairs Enabling Direct Synthesis of 1,5-Dicarboxylic Acids.
Sign Up to like & getrecommendations! Published in 2024 at "Organic letters"
DOI: 10.1021/acs.orglett.4c01542
Abstract: A boron-catalyzed Michael reaction using pairs of carboxylic acids was developed. The reaction occurs through dual activation of the two substrates by a boron catalyst, which facilitates boron enolate formation from the donor carboxylic acid… read more here.
Keywords: reaction; boron catalyzed; catalyzed michael; donor ... See more keywords
Highly Diastereoselective Crown Ether Catalyzed Arylogous Michael Reaction of 3-Aryl Phthalides.
Sign Up to like & getrecommendations! Published in 2017 at "Organic letters"
DOI: 10.1021/acs.orglett.7b02113
Abstract: The first arylogous Michael reaction of 3-aryl phthalides has been developed. The reaction, promoted by catalytic amounts of KOH or K3PO4 and dibenzo-18-crown-6, affords the corresponding 3,3-disubstituted phthalides in good to high yields and as… read more here.
Keywords: crown; arylogous michael; aryl phthalides; michael reaction ... See more keywords
Discovery of Presaccharothriolide X, a Retro-Michael Reaction Product of Saccharothriolide B, from the Rare Actinomycete Saccharothrix sp. A1506.
Sign Up to like & getrecommendations! Published in 2018 at "Organic letters"
DOI: 10.1021/acs.orglett.8b01535
Abstract: The highly reactive precursor molecule, presaccharothriolide X, was successfully isolated from the rare actinomycete Saccharothrix sp. A1506. The comparable biological activity of presaccharothriolide X and its Michael addition product saccharothriolide B unveils a unique masking/activating… read more here.
Keywords: rare actinomycete; saccharothrix a1506; retro michael; michael reaction ... See more keywords
Porous Organic Polymer with Thiourea Linkages (POP-TU): An Effective and Recyclable Organocatalyst for Michael Reaction.
Sign Up to like & getrecommendations! Published in 2020 at "ACS applied materials & interfaces"
DOI: 10.1021/acsami.0c01280
Abstract: As a novel porous organic polymer with thiourea linkages (POP-TU), POP-TU-1 and POP-TU-2 were successfully synthesized with tris(4-aminophenyl) amine (TAA) and 1,4-phenylene diisothiocyanate (PDT) in DMF and 1,4-dioxane, respectively. The as-synthesized POP-TU-1 and POP-TU-2 possess… read more here.
Keywords: polymer thiourea; organic polymer; thiourea linkages; porous organic ... See more keywords
Phosphine-Catalyzed Dual Umpolung Domino Michael Reaction: Facile Synthesis of Hydroindole- and Hydrobenzofuran-2-Carboxylates
Sign Up to like & getrecommendations! Published in 2018 at "ACS Catalysis"
DOI: 10.1021/acscatal.8b01011
Abstract: A highly atom-economical, chemoselective, and stereoselective Lewis base (LB)-catalyzed dual umpolung domino Michael reaction between cyclohexadienones and alkynyl esters has been developed. PPh3, as a LB catalyst, afforded either the hydroindole-2-carboxylates or hydrobenzofuran-2-carboxylates 3 as… read more here.
Keywords: umpolung domino; hydrobenzofuran carboxylates; domino michael; catalyzed dual ... See more keywords
Catalytic Enantioselective Intramolecular Oxa-Michael Reaction to α,β-Unsaturated Esters and Amides.
Sign Up to like & getrecommendations! Published in 2023 at "Journal of the American Chemical Society"
DOI: 10.1021/jacs.3c03182
Abstract: A bifunctional iminophosphorane (BIMP)-catalyzed, enantioselective intramolecular oxa-Michael reaction of alcohols to tethered, low electrophilicity Michael acceptors is described. Improved reactivity over previous reports (1 day vs 7 days), excellent yields (up to 99%), and enantiomeric… read more here.
Keywords: michael; reaction; michael reaction; oxa michael ... See more keywords
New Entries in Organocatalysts from an Alkaloid Library; Development of Aminal Catalysis for a Michael Reaction Based on Calycanthine.
Sign Up to like & getrecommendations! Published in 2024 at "Journal of the American Chemical Society"
DOI: 10.1021/jacs.4c10242
Abstract: Natural products have historically been actively evaluated for their biological activity in the development of pharmaceuticals, while their evaluation as asymmetric catalysts has rarely been explored. In this study, we evaluated the catalytic activity of… read more here.
Keywords: reaction; new entries; entries organocatalysts; michael reaction ... See more keywords
Fe-BPsalan complex catalyzed asymmetric vinylogous Mukaiyama–Michael reaction of silyloxyfuran and α, β-unsaturated acyl imidazoles with high enantioselectivity and diastereoselectivity
Sign Up to like & getrecommendations! Published in 2024 at "Organic Chemistry Frontiers"
DOI: 10.1039/d4qo01529k
Abstract: An efficient iron catalyzed asymmetric vinylogous Mukaiyama–Michael reaction of silyloxyfuran and α, β-unsaturated acyl imidazoles was developed to afford chiral γ-butenolide derivatives (25 examples) in moderate to good yields (up... read more here.
Keywords: reaction silyloxyfuran; mukaiyama michael; asymmetric vinylogous; michael reaction ... See more keywords
Thia-Michael Reaction: The Route to Promising Covalent Adaptable Networks
Sign Up to like & getrecommendations! Published in 2022 at "Polymers"
DOI: 10.3390/polym14204457
Abstract: While the Michael addition has been employed for more than 130 years for the synthesis of a vast diversity of compounds, the reversibility of this reaction when heteronucleophiles are involved has been generally less considered.… read more here.
Keywords: reaction; adaptable networks; covalent adaptable; michael reaction ... See more keywords
Diastereoselective auxiliary- and catalyst-controlled intramolecular aza-Michael reaction for the elaboration of enantioenriched 3-substituted isoindolinones. Application to the synthesis of a new pazinaclone analogue
Sign Up to like & getrecommendations! Published in 2018 at "Beilstein Journal of Organic Chemistry"
DOI: 10.3762/bjoc.14.46
Abstract: A new asymmetric organocatalyzed intramolecular aza-Michael reaction by means of both a chiral auxiliary and a catalyst for stereocontrol is reported for the synthesis of optically active isoindolinones. A selected cinchoninium salt was used as… read more here.
Keywords: auxiliary catalyst; substituted isoindolinones; michael reaction; aza michael ... See more keywords