Substrate Directed Regio‐ and Enantioselective Ring‐Opening of Epoxides and Aziridines
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DOI: 10.1002/cctc.202301431
Abstract: The oxirane and aziridine rings are valuable building blocks in modern synthetic chemistry and catalytic asymmetric ring opening reactions of these three membered ring systems have emerged as a powerful chemical tool for the synthesis… read more here.
Keywords: regio enantioselective; ring opening; epoxides aziridines; substrate directed ... See more keywords
Iridium-Catalyzed Enantioselective Ring Opening of Alkenyl Oxiranes by Unactivated Carboxylic Acids.
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DOI: 10.1021/acs.orglett.2c02919
Abstract: An iridium-catalyzed enantioselective ring-opening of alkenyl oxiranes by unactivated carboxylic acids has been developed. The reaction undergoes at ambient conditions between an in-situ-generated chiral iridium-π-allyl complex and carboxylic acids to provide rapid access to valuable… read more here.
Keywords: opening alkenyl; iridium catalyzed; catalyzed enantioselective; enantioselective ring ... See more keywords
Gold(I)-Catalyzed Enantioselective Ring Expansions of Allenyl Cyclopropanols and Cyclobutanols.
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DOI: 10.1021/acs.orglett.5c00131
Abstract: Herein, we report enantioselective gold(I)-catalyzed ring expansions of allenyl cyclopropanols and allenyl cyclobutanols. Cyclobutanones and cyclopentanones bearing vinyl-substituted quaternary chiral centers are formed in good yields and with excellent enantiomeric excesses. Efficient chiral inductions are… read more here.
Keywords: allenyl cyclopropanols; catalyzed enantioselective; gold catalyzed; enantioselective ring ... See more keywords
Enantioselective Ring-Opening of Cyclic Diaryliodoniums with 3-Hydroxy Benzo[d][1,2,3]triazin-4(3H)-ones: A 1,2-Difunctionalization Strategy.
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DOI: 10.1021/acs.orglett.5c03454
Abstract: The catalytic asymmetric ring-opening of cyclic diaryliodoniums provides an efficient approach for constructing axial and point chiral molecules. However, previous methodologies have been limited to introducing only a single functional group at the ipso position… read more here.
Keywords: opening cyclic; cyclic diaryliodoniums; ring opening; triazin ones ... See more keywords
Enantioselective Ring Opening of Azetidines via Charge Recognition in Hydrogen-Bond-Donor Catalysis.
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DOI: 10.1021/jacs.5c00165
Abstract: We report the highly enantioselective ring-opening of 3-substituted azetidines by alkyl and acyl halides promoted by a chiral squaramide hydrogen-bond donor catalyst. Broad scope is achieved across a variety of substrate combinations possessing disparate steric… read more here.
Keywords: ring opening; hydrogen bond; bond donor; enantioselective ring ... See more keywords
Organocatalysis as an enabling tool for enantioselective ring-opening reactions of cyclopropanes.
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DOI: 10.1039/d4cc01933d
Abstract: The rich reactivity profile of cyclopropanes has been extensively explored to trigger new organic transformations that enable unusual disconnective approaches to synthesize molecular motifs that are not easily reached through conventional reactions. In particular, the… read more here.
Keywords: enabling tool; organocatalysis enabling; ring opening; tool enantioselective ... See more keywords