Kinetic Resolution of Alkylidene Norcamphors via a Ligand-Controlled Umpolung-Type 1,3-Dipolar Cycloaddition
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DOI: 10.1016/j.isci.2018.12.010
Abstract: Summary Development of a general catalytic and highly efficient method utilizing readily available precursors for the regio- and stereoselective construction of bioactive natural-product-inspired spiro architectures remains a formidable challenge in chemical research. Transition metal-catalyzed asymmetric… read more here.
Keywords: ligand controlled; cycloaddition; dipolar cycloaddition; kinetic resolution ... See more keywords
Ligand-controlled phosphine-free Co(II)-catalysed cross-coupling of secondary and primary alcohols
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DOI: 10.1016/j.tet.2019.130640
Abstract: Abstract Cobalt(II) complexes (5 mol% Co) bearing phosphine-free N˄N˄N pincer ligands efficiently catalyze C–C coupling of secondary and primary alcohols to selectively form α-alkylated ketones with a good functional group compatibility using NaOH (20 mol%) as a… read more here.
Keywords: secondary primary; coupling secondary; controlled phosphine; ligand controlled ... See more keywords
Cobalt-Catalyzed Ligand-Controlled Divergent Regioselective Reactions of 1,6-Enynes with Thiols
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DOI: 10.1021/acs.organomet.0c00179
Abstract: An efficient cobalt-catalyzed method for the synthesis of carbocyclic organosulfur compounds from 1,6-enynes and thiols has been developed. The significance of this methodology is the ability to gi... read more here.
Keywords: divergent regioselective; controlled divergent; enynes thiols; cobalt catalyzed ... See more keywords
Ligand-Controlled Palladium-Catalyzed Chemoselective Multicomponent Reaction of Olefin-Tethered Aryl Halides, Isocyanides, and Carboxylic Acids: Diversified Synthesis of Imides.
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DOI: 10.1021/acs.orglett.0c02297
Abstract: The first palladium-catalyzed, ligand-controlled chemoselective synthesis of imides has been achieved. An orthogonal set of conditions has been developed for multicomponent reaction of various olefin-tethered aryl iodides, isocyanides, and carboxylic acids. Alkylimides ("cyclization on" products)… read more here.
Keywords: olefin tethered; multicomponent reaction; synthesis imides; palladium catalyzed ... See more keywords
Ligand-Controlled Palladium-Catalyzed Asymmetric [4+3] and [2+3] Annulation Reactions of Spirovinylcyclopropyl Oxindoles with o-Quinone Methides.
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DOI: 10.1021/acs.orglett.2c01137
Abstract: We herein report regiodivergent ligand-controlled palladium-catalyzed asymmetric cycloaddition reactions between spirovinylcyclopropyl oxindoles and o-quinone methides. Specifically, by using the chiral P,P-ligand Segphos (L5), we obtained various spirooxindole-3,4-benzo[b]oxepanes in moderate to good yields with excellent enantioselectivities… read more here.
Keywords: spirovinylcyclopropyl oxindoles; palladium catalyzed; catalyzed asymmetric; controlled palladium ... See more keywords
Palladium-Catalyzed Nucleophilic Reaction of Alkylidenecyclopropanes with β,γ-Unsaturated α-Ketoesters: Ligand-Controlled Divergent Synthesis.
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DOI: 10.1021/acs.orglett.2c02839
Abstract: A palladium-catalyzed ligand-controlled selective 1,4-addition and cycloaddition reaction of β,γ-unsaturated α-ketoesters with alkylidenecyclopropanes (ACPs) has been developed. Using ACPs and β,γ-unsaturated α-ketoesters as starting materials, γ-dienyl-α-ketoesters and dihydro-2H-pyrans could be prepared selectively by modulating the… read more here.
Keywords: catalyzed nucleophilic; unsaturated ketoesters; palladium catalyzed; ligand controlled ... See more keywords
Ligand-Controlled Nickel-Catalyzed Tandem Isomerization/Regiodivergent Hydroheteroarylation of α-Alkenes with Heteroarenes.
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DOI: 10.1021/acs.orglett.2c03689
Abstract: We herein describe an accessible ligand-controlled nickel-catalyzed tandem isomerization/regiodivergent hydroheteroarylation of α-alkenes with a series of heteroarenes, wherein the NHC ligand of heteroleptic Ni(II) complexes of the type Ni(NHC)[P(OEt)3]Br2 displayed significant effects on regulation. In… read more here.
Keywords: catalyzed tandem; controlled nickel; nickel catalyzed; isomerization ... See more keywords
Ligand-Controlled Nickel-Catalyzed Reactions of Benzocyclobutenones with Alkynyltrifluoroborates: Diverse Construction of Polysubstituted Naphthols.
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DOI: 10.1021/acs.orglett.3c01091
Abstract: Ligand-controlled nickel-catalyzed selective cleavage of the C1-C2 or C1-C8 bond of benzocyclobutenones (BCBs) is reported. The delicate selection of dpppe or PMe3 as the ligand led to predictably divergent synthesis of a wide range of… read more here.
Keywords: controlled nickel; nickel catalyzed; catalyzed reactions; ligand ... See more keywords
Gold(I)-Catalyzed and Ligand-Controlled Regioselective Cascade Cycloisomerizations of Bis(indolyl)-1,3-diynes and a Mechanistic Explanation.
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DOI: 10.1021/acs.orglett.9b02778
Abstract: A regioselective synthetic method for the preparation of indole-fused seven-membered rings and bis(indole) connected to five-membered heterocyclic units from gold(I)-catalyzed cascade cycloisomerization of bis(indolyl)-1,3-diynes is described. This divergence in product selectivity was induced by introducing… read more here.
Keywords: indolyl diynes; bis indolyl; ligand controlled; catalyzed ligand ... See more keywords
Ligand-Controlled Regiodivergent Hydroformylation of Ynamides: A Stereospecific and Regioselective Access to 2- and 3-Aminoacroleins.
Sign Up to like & getrecommendations! Published in 2019 at "Organic letters"
DOI: 10.1021/acs.orglett.9b03566
Abstract: The rhodium-catalyzed hydroformylation of ynamides is described and gives selective access to 2- or 3-aminoacrolein derivatives. The regioselectivity of this carbonylation can be completely controlled at will thanks to the nature of the ligand used.… read more here.
Keywords: hydroformylation ynamides; hydroformylation; controlled regiodivergent; ligand controlled ... See more keywords
Ligand-Controlled Regiodivergent Silylation of Allylic Alcohols by Ni/Cu Catalysis for the Synthesis of Functionalized Allylsilanes.
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DOI: 10.1021/acs.orglett.9b03822
Abstract: The first Ni/Cu-catalyzed regiodivergent synthesis of allylsilanes directly from allylic alcohols through modulating the steric and electronic properties of the ligands on the nickel catalyst has been developed. Good yields and excellent selectivity were obtained… read more here.
Keywords: regiodivergent silylation; controlled regiodivergent; allylic alcohols; silylation allylic ... See more keywords