Copper(I)‐Catalyzed Enantioselective Synthesis of Chiral Cyclohexenylallenes and Transfer of Axial to Center Chirality by Ytterbium(III) Catalyzed [4+2] Cycloaddition
Sign Up to like & getrecommendations! Published in 2024 at "Asian Journal of Organic Chemistry"
DOI: 10.1002/ajoc.202300665
Abstract: Chiral cyclohexenylallenes are readily accessed from 1‐enynes, aldehydes and chiral secondary amines in good yields (up to 79% yield) with excellent enantioselectivities (up to 99% ee), through CuI catalyzed the formation of chiral propargylamine intermediates. … read more here.
Keywords: enantioselective synthesis; catalyzed enantioselective; catalyzed cycloaddition; copper catalyzed ... See more keywords
Synthesis of Polysubstituted Bicyclo[3.1.0]Hexanes via Boronyl Radical Catalyzed [3 + 2] Cycloaddition of Cyclopropanes with Cyclopropenes
Sign Up to like & getrecommendations! Published in 2025 at "ChemCatChem"
DOI: 10.1002/cctc.202401909
Abstract: Bicyclo[3.1.0]hexane is a key structural unit in numerous natural products and small molecule drugs. The efficient and sustainable construction of this skeleton is of particular importance. Herein, we report a boronyl radical‐catalyzed [3 + 2]… read more here.
Keywords: cyclopropanes cyclopropenes; catalyzed cycloaddition; synthesis polysubstituted; polysubstituted bicyclo ... See more keywords
Ruthenium‐Catalyzed Cycloaddition for Introducing Chemical Diversity in Second‐Generation β‐Lactamase Inhibitors
Sign Up to like & getrecommendations! Published in 2023 at "ChemMedChem"
DOI: 10.1002/cmdc.202300077
Abstract: Ruthenium(II) alkyne azide cycloaddition (RuAAC) is an attractive reaction to access 1,5‐triazole derivatives and is applicable to internal alkynes. Here, we explore RuAAC to introduce molecular diversity on the diazabicyclooctane (DBO) scaffold of β‐lactamase inhibitors.… read more here.
Keywords: catalyzed cycloaddition; ruthenium catalyzed; lactamase inhibitors; diversity ... See more keywords
Palladium‐Catalyzed [3+2+2] Cycloaddition Between Carbonyl‐Tethered Alkylidenecyclopropanes and Isocyanates
Sign Up to like & getrecommendations! Published in 2025 at "Helvetica Chimica Acta"
DOI: 10.1002/hlca.202500011
Abstract: Carbonyl‐tethered alkylidenecyclopropanes can react with aryl isocyanates in presence of Pd(0)‐phosphoramidite catalysts to give seven‐membered heterobicyclic products in a formal [3+2+2] cycloaddition process. The reaction involves the formation of a palladium p‐allyl complex intermediate (A),… read more here.
Keywords: carbonyl tethered; catalyzed cycloaddition; palladium catalyzed; tethered alkylidenecyclopropanes ... See more keywords
Palladium‐catalyzed [4 + 2] cycloaddition of sulfamate‐derived cyclic imines with γ‐methylidene‐δ‐valerolactones/2‐methylidenetrimethylene carbonate
Sign Up to like & getrecommendations! Published in 2024 at "Journal of Heterocyclic Chemistry"
DOI: 10.1002/jhet.4821
Abstract: A general and useful palladium‐catalyzed [4 + 2] cycloaddition of sulfamate‐derived cyclic imines with γ‐methylidene‐δ‐valerolactones (or 2‐methylidenetrimethylene carbonate) is described. The developed strategy generated diverse sulfamate‐fused piperidine derivatives (or sulfamate‐fused 1,3‐oxazinane rings) in good yields. read more here.
Keywords: sulfamate derived; cycloaddition sulfamate; palladium catalyzed; derived cyclic ... See more keywords
Titanium-catalyzed [6π+2π]-cycloaddition of Si-containing alkynes to bis(1,3,5-cycloheptatriene-7-yl)alkanes
Sign Up to like & getrecommendations! Published in 2017 at "Tetrahedron Letters"
DOI: 10.1016/j.tetlet.2017.03.057
Abstract: Abstract The reaction between Si-containing alkynes and bis (1,3,5-cycloheptatriene-7-yl)alkanes in the presence of the two-component catalyst Ti(acac) 2 Cl 2 -Et 2 AlCl, led to the selective formation of mono- and bis -adducts – {9-[4-(2,4,6-cycloheptatrienyl)alkyl]-8-alkyl(phenyl)bicyclo[4.2.1]nona-2,4,7-triene-7-yl}(trimethyl)silanes… read more here.
Keywords: titanium catalyzed; containing alkynes; catalyzed cycloaddition; bis cycloheptatriene ... See more keywords
Synthesis of trifluoromethyl-group-containing cyclopentadienones by the palladium-catalyzed [2 + 2 + 1] cycloaddition of aryl- and trifluoromethyl-group substituted internal alkynes and carbon monoxide
Sign Up to like & getrecommendations! Published in 2019 at "Tetrahedron Letters"
DOI: 10.1016/j.tetlet.2019.01.036
Abstract: Abstract We investigated the palladium-catalyzed [2 + 2 + 1] cycloaddition of aryl- and trifluoromethyl-group-substituted internal alkynes and carbon monoxide, and revealed that the PdBr2 effectively catalyzed the intended reaction. The PdBr2-catalyzed reaction smoothly proceeded and provided aryl- and… read more here.
Keywords: aryl trifluoromethyl; palladium catalyzed; trifluoromethyl group; group ... See more keywords
Mechanistic Studies of Transition-Metal-Catalyzed [2 + 2 + 2] Cycloaddition Reactions.
Sign Up to like & getrecommendations! Published in 2020 at "Chemical reviews"
DOI: 10.1021/acs.chemrev.0c00062
Abstract: The development of catalytic methodologies involving the formation of C-C bonds to enable the generation of cyclic systems constitutes a field of great relevance in synthetic organic chemistry. One paradigmatic process to accomplish this goal… read more here.
Keywords: catalyzed cycloaddition; reaction; transition metal; metal catalyzed ... See more keywords
Oxathiaborolium-Catalyzed Enantioselective [4 + 2] Cycloaddition and Its Application in Lewis Acid Coordinated and Chiral Lewis Acid Catalyzed [4 + 2] Cycloaddition.
Sign Up to like & getrecommendations! Published in 2021 at "Organic letters"
DOI: 10.1021/acs.orglett.1c02345
Abstract: The nascency of second-generation sulfur-stabilized borenium cations by halophilic Lewis acid SnCl4 leads to highly active chiral Lewis acids that are very effective catalysts for [4 + 2] cycloaddition. Oxathiaborolium pentachlorostannate (5-10 mol %) successfully… read more here.
Keywords: lewis acid; acid; catalyzed cycloaddition; chiral lewis ... See more keywords
Palladium-Catalyzed [2+3] Cycloaddition/Cross-Coupling Reaction: Z/E and Diastereoselective Synthesis of Dendralene-Functionalized Dihydrofurans.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c01605
Abstract: Herein, we describe a Pd-catalyzed [2+3] cycloaddition/cross-coupling reaction of allenyl acetates for the Z/E selective and diastereoselective synthesis of dendralene-functionalized dihydrofurans. Remarkably, mechanistic studies show the formation of an epoxide from a carbonyl bond via… read more here.
Keywords: diastereoselective synthesis; catalyzed cycloaddition; cross coupling; coupling reaction ... See more keywords
Rhodium-Catalyzed [3 + 1 + 2] Cycloaddition of Type II Diene-Vinylcyclopropanes and Carbon Monoxide for the Synthesis of 5/6 Skeletons with Two Adjacent Bridgehead Quaternary Centers.
Sign Up to like & getrecommendations! Published in 2025 at "Organic letters"
DOI: 10.1021/acs.orglett.5c02786
Abstract: A rhodium-catalyzed [3 + 2 + 1] cycloaddition reaction of yne/ene-vinylcyclopropanes and carbon monoxide was developed previously to access 5/6 or 6/6 fused rings with one bridgehead quaternary carbon center. Herein, we report a rhodium-catalyzed… read more here.
Keywords: carbon; rhodium catalyzed; bridgehead quaternary; catalyzed cycloaddition ... See more keywords