Stereocontrolled asymmetric synthesis of mollebenzylanols A and B using Claisen rearrangements
Sign Up to like & getrecommendations! Published in 2021 at "Tetrahedron"
DOI: 10.1016/j.tet.2021.131958
Abstract: Abstract Mollebenzylanol A, isolated in 2018, is a tyrosine phosphatase 1B inhibitor having a highly oxygenated structure, whereas mollebenzylanol B is its C15-epimer. Enantioselective total syntheses of mollebenzylanols A and B were accomplished in 13… read more here.
Keywords: stereocontrolled asymmetric; asymmetric synthesis; synthesis mollebenzylanols; mollebenzylanols using ... See more keywords
Revisiting Aromatic Claisen Rearrangement Using Unstable Aryl Sulfonium/Iodonium Species: The Strategy of Breaking Up the Whole into Parts.
Sign Up to like & getrecommendations! Published in 2022 at "Accounts of chemical research"
DOI: 10.1021/acs.accounts.2c00263
Abstract: ConspectusSince Ludwig Claisen's discovery of the sigmatropic rearrangement of allyl aryl ethers in 1912, aromatic Claisen rearrangement has continuously attracted the attention of both experimental and theoretical chemists. Over more than a century of growth,… read more here.
Keywords: aromatic claisen; claisen rearrangement; aryl; sulfonium ... See more keywords
Gold(I) Catalyzed Dearomative Claisen Rearrangement of Allyl, Allenyl Methyl, and Propargyl Aryl Ethers.
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DOI: 10.1021/acs.orglett.7b03306
Abstract: Claisen rearrangements of allyl aryl ethers to generate enones bearing all carbon quaternary centers are accelerated by Ph3PAuNTf2 under mild conditions in good yields. Multiple C-C bond containing variants of the allyl fragment are viable,… read more here.
Keywords: aryl ethers; claisen; dearomative claisen; allyl ... See more keywords
Enantioselective aromatic Claisen rearrangement of allyl 2-naphthyl ethers catalyzed by π–Cu(ii) complexes
Sign Up to like & getrecommendations! Published in 2023 at "Chemical Science"
DOI: 10.1039/d2sc06771d
Abstract: The first catalytic enantioselective aromatic Claisen rearrangement of allyl 2-naphthyl ethers using 5–10 mol% of π–copper(ii) complexes is reported. A Cu(OTf)2 complex with an l-α-homoalanine amide ligand gave (S)-products in up to 92% ee. Conversely,… read more here.
Keywords: aromatic claisen; rearrangement allyl; claisen rearrangement; claisen ... See more keywords
Reshuffle Bonds by Ball Milling: A Mechanochemical Protocol for Charge-Accelerated Aza-Claisen Rearrangements
Sign Up to like & getrecommendations! Published in 2023 at "Molecules"
DOI: 10.3390/molecules28020807
Abstract: This study presents the development of a mechanochemical protocol for a charge-accelerated aza-Claisen rearrangement. The protocol waives the use of commonly applied transition metals, ligands, or pyrophoric Lewis acids, e.g., AlMe3. Based on (heterocyclic) tertiary… read more here.
Keywords: accelerated aza; mechanochemical protocol; protocol; charge accelerated ... See more keywords