Photo-Promoted Decarboxylative Alkylation of α,β-Unsaturated Carboxylic Acids with ICH2CN for the Synthesis of β,γ-Unsaturated Nitriles.
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DOI: 10.1021/acs.orglett.1c02585
Abstract: An efficient, catalyst/photocatalyst-free, and cost-effective methodology for the decarboxylative alkylation of α,β-unsaturated carboxylic acids to synthesize β,γ-unsaturated nitriles has been developed. The reaction proceeded in an environmentally benign atmosphere of blue light-emitting diode irradiation with… read more here.
Keywords: alkylation unsaturated; methodology; unsaturated carboxylic; decarboxylative alkylation ... See more keywords
Direct Enantioselective and Regioselective Alkylation of β,γ-Unsaturated Carboxylic Acids with Chiral Lithium Amides as Traceless Auxiliaries.
Sign Up to like & getrecommendations! Published in 2019 at "Organic letters"
DOI: 10.1021/acs.orglett.9b00587
Abstract: Efficient asymmetric alkylation of β,γ-unsaturated carboxylic acids without prior functionalization is enabled by chiral lithium amides. Enantioselectivity is imparted by a putative mixed lithium amide-enediolate aggregate that acts a traceless auxiliary formed in situ, allowing… read more here.
Keywords: alkylation unsaturated; unsaturated carboxylic; chiral lithium; carboxylic acids ... See more keywords
Copper catalyzed one-pot difluoroalkylation and lactonization of unsaturated carboxylic acids
Sign Up to like & getrecommendations! Published in 2018 at "Organic chemistry frontiers"
DOI: 10.1039/c8qo00940f
Abstract: γ-Lactone is an important scaffold found in many natural products and biologically active compounds. A strategy for one-pot bi-functionalization of unsaturated carboxylic acids to afford difluoroalkylated γ-lactones using a Cu(I) catalyst has been reported. This… read more here.
Keywords: unsaturated carboxylic; carboxylic acids; catalyzed one; one pot ... See more keywords
Biocatalytic reduction of α,β-unsaturated carboxylic acids to allylic alcohols
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DOI: 10.1039/d0gc00867b
Abstract: We have developed robust in vivo and in vitro biocatalytic systems that enable reduction of α,β-unsaturated carboxylic acids to allylic alcohols and their saturated analogues. These compounds are prevalent scaffolds in many industrial chemicals and… read more here.
Keywords: acids allylic; carboxylic acids; allylic alcohols; reduction unsaturated ... See more keywords
Enantioselective Construction of Dihydropyranone-Fused Indoles by [3+3] Annulation of in Situ-Derived Indolin-3-ones and Unsaturated Carboxylic Ester
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DOI: 10.1039/d3qo00377a
Abstract: We develop a N-heterocyclic carbene (NHC) and base-mediated [3+3] annulation reaction of the unsaturated carboxylic ester and sulfonium salts for the rapid and direct access to the enantioselective dihydropyrano[3,2-b]indoles. Easily... read more here.
Keywords: enantioselective construction; annulation; dihydropyranone fused; construction dihydropyranone ... See more keywords
Facile Transformation of α,β-Unsaturated Carboxylic Acids to Alkenylboronic Esters via Rhodium-catalyzed Decarbonylative Borylation of α,β-Unsaturated Thioesters
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DOI: 10.1246/cl.170549
Abstract: A two-step transformation of α,β-unsaturated carboxylic acids to alkenylboronic esters has been achieved via thioesterification of carboxylic acids followed by rhodium-catalyzed decarbonylative borylation of thioesters. The latter reaction proceeds under mild conditions with broad functional-group… read more here.
Keywords: unsaturated carboxylic; rhodium catalyzed; carboxylic acids; transformation unsaturated ... See more keywords
Formal Hydroformylation of α,β-Unsaturated Carboxylic Acids under Photoexcited Ketone Catalysis
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DOI: 10.1246/cl.190197
Abstract: A readily available thioxanthone derivative, 3,6-dimethoxy-9H-thioxanthen-9-one, has been utilized as an effective catalyst for the conjugate radical addition of 1,3-dioxolane to α,β-unsaturated ca... read more here.
Keywords: acids photoexcited; photoexcited ketone; hydroformylation unsaturated; carboxylic acids ... See more keywords
Mechanism-Dependent Selectivity: Fluorocyclization of Unsaturated Carboxylic Acids or Alcohols by Hypervalent Iodine
Sign Up to like & getrecommendations! Published in 2022 at "Frontiers in Chemistry"
DOI: 10.3389/fchem.2022.897828
Abstract: To understand the unprecedented difference between 6-endo and 5-exo selectivity in hypervalent iodine (III) promoted fluorocyclization of unsaturated carboxylic acids or alcohols by difluoroiodotoluene, density functional theory (DFT) studies have been performed to systematically compare… read more here.
Keywords: fluorocyclization; hypervalent iodine; mechanism dependent; mechanism ... See more keywords