Asymmetric [3 + 2] Cycloaddition to Access 3‐Pyrrolines and Their Switchable Transformations to Nine‐Membered Cyclic Sulfamidates and 2 H ‐Pyrroles
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DOI: 10.1002/advs.202513904
Abstract: Herein, Pd‐catalyzed asymmetric [3 + 2] cycloaddition and olefin isomerization is reported to afford chiral 3‐pyrrolines using cyano‐TMM (trimethylenemethane) and cyclic sulfamidate imines. This represents a unique protocol to provide chiral N‐heterocycles bearing endocyclic olefins… read more here.
Keywords: asymmetric cycloaddition; switchable transformations; access pyrrolines; pyrrolines switchable ... See more keywords
catalytic Dearomative Cycloaddition Reactions enabled by visible light
Sign Up to like & getrecommendations! Published in 2024 at "Asian Journal of Organic Chemistry"
DOI: 10.1002/ajoc.202400374
Abstract: The synthesis of polycyclic compounds is highly valued due to the ubiquitous presence of these structures in pharmaceuticals and natural substances. Cycloaddition reactions are notable as one of the most important reaction classes in chemical… read more here.
Keywords: cycloaddition reactions; dearomative cycloaddition; visible light; light induced ... See more keywords
An Extended Approach for the Development of Fluorogenic trans‐Cyclooctene–Tetrazine Cycloadditions
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DOI: 10.1002/cbic.201800711
Abstract: Inverse‐electron‐demand Diels–Alder (iEDDA) cycloaddition between 1,2,4,5‐tetrazines and strained dienophiles belongs among the most popular bioconjugation reactions. In addition to its fast kinetics, this cycloaddition can be tailored to produce fluorescent products from non‐fluorescent starting materials.… read more here.
Keywords: cycloaddition; extended approach; iedda cycloaddition; trans cyclooctene ... See more keywords
Conjugating Hemoglobin and Albumin by Strain‐Promoted Azide‐ Alkyne Cycloaddition
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DOI: 10.1002/cbic.202400206
Abstract: A one‐to‐one conjugate of cross‐linked human hemoglobin and human serum albumin results from a strain‐promoted alkyne‐azide cycloaddition (SPAAC) of the modified proteins. Additions of a strained alkyne‐substituted maleimide to the Cys‐34 thiol of human serum… read more here.
Keywords: hemoglobin albumin; albumin strain; albumin; strain promoted ... See more keywords
Catalytic Asymmetric Huisgen Alkyne–Azide Cycloaddition of Bisalkynes by Copper(I) Nanoparticles
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DOI: 10.1002/cctc.201701336
Abstract: The use of chiral ligands to tune the reactivity and enantioselectivity of transition‐metal catalyst for asymmetric transformations is a central challenge in synthetic organic chemistry. In this manuscript, chiral P‐ligand (Tao‐Phos)‐assisted Cu2O‐nanoparticles‐catalyzed asymmetric azide–alkyne Huisgen… read more here.
Keywords: cycloaddition; huisgen; huisgen alkyne; copper ... See more keywords
Ring‐Expanded N‐Heterocyclic Carbenes for Copper‐Mediated Azide–Alkyne Click Cycloaddition Reactions
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DOI: 10.1002/cctc.201701992
Abstract: A series of well‐defined copper(I) complexes bearing ring‐expanded N‐heterocyclic carbene (NHC) ligands has been applied to the azide–alkyne cycloaddition reaction. The obtained results notably showed that the six‐membered NHC ligands outperform well‐established five‐membered ones. [CuI(Mes‐6)]… read more here.
Keywords: heterocyclic carbenes; cycloaddition; copper; azide alkyne ... See more keywords
Reductive Cycloisomerization of Diynes by Supported Palladium Catalysts and Subsequent [4+2] Cycloaddition for One‐Pot Synthesis of Cyclohexenes
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DOI: 10.1002/cctc.201901423
Abstract: Abstract: Supported Pd nanoparticles catalyzed the reductive cycloisomerization of diynes to give 1,3‐dienes, and subsequent intermolecular [4+2] cycloaddition with dienophiles led to cyclohexene derivatives. Various diynes and dienophiles participated in the one‐pot reaction to give… read more here.
Keywords: cycloisomerization diynes; reductive cycloisomerization; cycloaddition; one pot ... See more keywords
Synthesis of Axially and Centrally Chiral N‐Alkenyl Indoles by Asymmetric Rh‐Catalyzed [2 + 2 + 2] Cycloaddition
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DOI: 10.1002/cctc.202401143
Abstract: Axially chiral indoline‐based scaffolds are virtually universal in biological and pharmaceutical compounds. In this study, we demonstrate the Rh‐catalyzed asymmetric [2 + 2 + 2] cycloaddition of 1,6‐enynes with steric hindered N‐alkynyl indoles, which enables simultaneous construction of both… read more here.
Keywords: axially centrally; chiral alkenyl; synthesis axially; alkenyl indoles ... See more keywords
The Kinetic Solvent Effect on 1,3-Dipolar Cycloaddition of 2,2,5,5-Tetramethyl-3-imidazoline-3-oxide-1-oxyl.
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DOI: 10.1002/cplu.202200119
Abstract: The use of 2,2,5,5-tetramethyl-3-imidazoline-3-oxide-1-oxyl (1) as a controlling agent in Nitroxide Mediated Polymerization allows for activation of alkoxyamine homolysis by 1,3-dipolar cycloaddition of a vinyl monomer [Edeleva et al. Chem. Commun. 2019, 55, 190-193]. Polymerization can… read more here.
Keywords: dipolar cycloaddition; imidazoline oxide; oxide oxyl; tetramethyl imidazoline ... See more keywords
A MOF@MOF S-scheme Heterojunction with Lewis Acid-Base Sites Synergistically Boosts Cocatalyst-Free CO2 Cycloaddition.
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DOI: 10.1002/cssc.202401362
Abstract: The photocatalytic cycloaddition reaction between CO2 and epoxide is one of the most promising green routes for CO2 utilization, for which high performance photocatalysts are intensely desired. Herein, we have constructed an S-scheme heterojunction of… read more here.
Keywords: spectroscopy; co2 cycloaddition; scheme heterojunction; lewis acid ... See more keywords
Schreiner's Thiourea Promoted [2+2] Cycloaddition of Captodative Azetidinones and Nitroolefins
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DOI: 10.1002/ejoc.201601524
Abstract: Strained, captodative benzylidene-azetidinones are demonstrated to function as potent reaction partners in thermal [2+2] cycloaddition with nitro alkenes. The relief of strain during the cycloaddition could be leveraged to secure the kinetic and thermodynamic stability… read more here.
Keywords: cycloaddition; schreiner thiourea; thiourea promoted; captodative azetidinones ... See more keywords