Enantioselective Rh‐Catalyzed Hydroboration of Dialkyl Ketone‐Derived Silyl Enol Ethers
Sign Up to like & getrecommendations! Published in 2024 at "ChemCatChem"
DOI: 10.1002/cctc.202400862
Abstract: A Rh‐catalyzed asymmetric hydroboration of dialkyl ketone‐derived silyl enol ethers with HBpin has been developed using a commercially available catalyst and ligand ([RhCl (cod)]2 and MeO‐BIBOP). A variety of silyl enol ethers undergo this asymmetric… read more here.
Keywords: silyl enol; hydroboration dialkyl; dialkyl ketone; ketone derived ... See more keywords
Palladium‐Catalyzed Three‐Component Reaction of Enol Ethers, Salicylaldehyde, and Trimethyl Orthoformate: A Fast Synthesis of Tetrahydro‐2H,5H‐Pyrano[2,3‐b]Chromenes
Sign Up to like & getrecommendations! Published in 2025 at "Journal of Heterocyclic Chemistry"
DOI: 10.1002/jhet.4949
Abstract: The Pd‐catalyzed three‐component reaction of enol ethers, methyl orthoformate, and salicylaldehyde is described. Both steroid and non‐steroid enol ethers are compatible. This reaction allows the construction of tetrahydro‐2H,5H‐pyrano[2,3‐b]chromene. Unambiguous NMR characterization and X‐ray diffraction structures… read more here.
Keywords: reaction; catalyzed three; component reaction; three component ... See more keywords
Palladium(0)-catalyzed rearrangement of allyl enol ethers to form chiral quaternary carbon centers via asymmetric allylic alkylation
Sign Up to like & getrecommendations! Published in 2018 at "Tetrahedron Letters"
DOI: 10.1016/j.tetlet.2018.07.065
Abstract: Abstract Herein we report the first palladium(0)-catalyzed asymmetric allylic alkylation (AAA) of allyl enol ether via π -allylpalladium intermediate using Trost chiral diphosphine. This unprecedented reaction produced very rare α-aryl quaternary aldehydes with multi-functional groups.… read more here.
Keywords: enol ethers; allylic alkylation; asymmetric allylic; palladium catalyzed ... See more keywords
Electrochemical, Iodine-Mediated α-CH Amination of Ketones by Umpolung of Silyl Enol Ethers.
Sign Up to like & getrecommendations! Published in 2020 at "Organic letters"
DOI: 10.1021/acs.orglett.0c02068
Abstract: The electrochemical, oxidative Umpolung reaction of silyl enol ethers utilizing simple iodide salts for the synthesis of α-amino ketones is described. The products were isolated in excellent yields of up to 100%, and various functionalized… read more here.
Keywords: silyl enol; electrochemical iodine; enol ethers; mediated amination ... See more keywords
Rhodium-Catalyzed β-Dehydroborylation of Silyl Enol Ethers: Access to Highly Functionalized Enolates.
Sign Up to like & getrecommendations! Published in 2021 at "Organic letters"
DOI: 10.1021/acs.orglett.1c03796
Abstract: An efficient rhodium-catalyzed β-dehydroborylation of aldehyde-derived silyl enol ethers (SEEs) with bis(pinacolato)diboron (B2pin2) is disclosed. The borylation reactions proceeded well with alkyl- and aryl-substituted SEEs, affording a wide array of valuable functionalized β-boryl silyl enolates… read more here.
Keywords: silyl enol; catalyzed dehydroborylation; enol ethers; rhodium catalyzed ... See more keywords
Rhenium-Catalyzed Decarboxylative Coupling of Cyclic Enol Carbonates with Silyl Enol Ethers and Ketene Silyl Acetals.
Sign Up to like & getrecommendations! Published in 2023 at "Organic letters"
DOI: 10.1021/acs.orglett.3c00543
Abstract: The Lewis acid-catalyzed decarboxylative coupling of cyclic enol carbonates, prepared by the fixation of carbon dioxide onto propargyl alcohols, with silyl enol ethers including ketene silyl acetals, was developed to afford 1,4-dicarbonyl compounds in good-to-high… read more here.
Keywords: coupling cyclic; silyl enol; catalyzed decarboxylative; decarboxylative coupling ... See more keywords
Fluoride Anions in Self-Assembled Chiral Cage for the Enantioselective Protonation of Silyl Enol Ethers.
Sign Up to like & getrecommendations! Published in 2017 at "Organic letters"
DOI: 10.1021/acs.orglett.7b01429
Abstract: The potential of Song's chiral oligoethylene glycols (oligoEGs) as catalysts was explored in the enantioselective protonation of trimethylsilyl enol ethers in combination with alkali metal fluoride (KF and CsF) and in the presence of a… read more here.
Keywords: silyl enol; enol ethers; enantioselective protonation; enol ... See more keywords
α-Arylation of Silyl Enol Ethers via Rhodium(III)-Catalyzed C–H Functionalization
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DOI: 10.1021/acscatal.9b05622
Abstract: Carbon–hydrogen (C–H) bond functionalization streamlines synthesis by increasing step- and atom-economies. This approach, catalyzed by Rh(III), is combined with the α-arylation of ketone-derived si... read more here.
Keywords: iii; silyl enol; enol ethers; arylation silyl ... See more keywords
Diacetylenic Spiroacetal Enol Ethers from Chrysanthemum indicum Alleviates Inflammation in LPS-Induced RAW 264.7 Cells via Regulation of Nrf2 and MAPK Signaling Pathways
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DOI: 10.1021/acsomega.5c06206
Abstract: Five novel naturally occurring diacetylenic spiroacetal enol ethers, named chracetylespienoles A–E (1–5), along with five known analogues (6–10), were isolated from the aerial part of Chrysanthemum indicum. A combination of extensive spectroscopy, chemical derivatization, DP4+… read more here.
Keywords: diacetylenic spiroacetal; 264 cells; raw 264; spiroacetal enol ... See more keywords
Enantioselective Rh-Catalyzed Hydroboration of Silyl Enol Ethers.
Sign Up to like & getrecommendations! Published in 2021 at "Journal of the American Chemical Society"
DOI: 10.1021/jacs.1c06697
Abstract: The asymmetric hydroboration of alkenes has proven to be among the most powerful methods for the synthesis of chiral boron compounds. This protocol is well suitable for activated alkenes such as vinylarenes and alkenes bearing… read more here.
Keywords: enol ethers; silyl enol; hydroboration silyl; hydroboration ... See more keywords
Catalytic Synthesis of 1H-2-Benzoxocins: Cobalt(III)-Carbene Radical Approach to 8-Membered Heterocyclic Enol Ethers.
Sign Up to like & getrecommendations! Published in 2021 at "Journal of the American Chemical Society"
DOI: 10.1021/jacs.1c10927
Abstract: The metallo-radical activation of ortho-allylcarbonyl-aryl N-arylsulfonylhydrazones with the paramagnetic cobalt(II) porphyrin catalyst [CoII(TPP)] (TPP = tetraphenylporphyrin) provides an efficient and powerful method for the synthesis of novel 8-membered heterocyclic enol ethers. The synthetic protocol is… read more here.
Keywords: enol ethers; membered heterocyclic; heterocyclic enol; carbene radical ... See more keywords