Base-Regulated Spiroannulation: Insights into the Palladium-Catalyzed [2 + 2 + 1] Annulation of 1,2-Dihaloarenes, Alkynes, and 2‑Naphthol [PDF]
ACS OmegaDensity functional theory (DFT) was employed to systematically elucidate the mechanism of the palladium-catalyzed [2 + 2 + 1] spiroannulation between 1,2-dihaloarenes, alkynes, and 2-naphthol.
Jin-Feng Zhong +7 more
doaj +3 more sources
Diastereoselective Spiroannulation of Phenolic Substrates: Advances Towards the Asymmetric Formation of the Manumycin m-C7N Core Skeleton [PDF]
Molecules, 2007 The asymmetric syntheses of two new spirolactones prepared in optically pure form from L-3-nitrotyrosine are described. The key step, an oxidative spiroannulation, was carried out on the optically active phenols 11a and 11b and afforded the new ...
Guy L Plourde, Plourde Guy L
exaly +4 more sources
Electrooxidative palladium- and enantioselective rhodium-catalyzed [3 + 2] spiroannulations. [PDF]
Chem Sci, 2022 Despite indisputable progress in the development of electrochemical transformations, electrocatalytic annulations for the synthesis of biologically relevant three-dimensional spirocyclic compounds has as of yet not been accomplished.
Wei W, Scheremetjew A, Ackermann L.
europepmc +5 more sources
Catalytic asymmetric synthesis of (N, N)- spiroketal via Pd-catalyzed enantioconvergent aminocarbonylation and dearomative nucleophilic aza-addition [PDF]
Nature CommunicationsChiral spirocyclic skeletons have found widespread applications in asymmetric catalysis, drug discovery, and functional materials due to their rigid three-dimensional architecture and excellent stereochemical stability.
Lei Su, Shen Gao, Jiawang Liu
doaj +2 more sources
Isoindolinone Synthesis via One-Pot Type Transition Metal Catalyzed C-C Bond Forming Reactions. [PDF]
Chemistry, 2021 Isoindolinone motif can found in a large variety biologically and pharmaceutically active compounds. Due to the central role in a number of applications, the synthetic methodologies for accessing this heterocyclic skeleton have received significant attention during the past decade.
Savela R, Méndez-Gálvez C.
europepmc +2 more sources
Enantioselective Synthesis of Spiroindenes by Enol-Directed Rhodium(III)-Catalyzed C-H Functionalization and Spiroannulation. [PDF]
Angew Chem Int Ed Engl, 2015 Chirale Cp‐Rhodium‐Komplexe vermitteln die enantioselektive Enol‐dirigierte C(sp2)‐H‐Funktionalisierung und oxidative Anellierung mit Alkinen unter Bildung von Spiroindenen mit quartären Kohlenstoff‐Stereozentren. Entscheidend für hohe ee‐Werte sind offenbar eine hohe Selektivität zwischen zwei dirigierenden Gruppen sowie die Kontrolle der ...
Reddy Chidipudi S +3 more
europepmc +2 more sources
Mastering the potential of well-defined ML<sup>1</sup>L<sup>2</sup> species in asymmetric catalysis through ligand immobilization (ML<sup>het</sup>L<sup>hom</sup>). Use in highly enantioselective Pd-catalyzed spiroannulation. [PDF]
Chem SciCatalytic complexes involving different monodentate ligands coordinated to the same metal center offer considerable interest towards the development of new processes and the improvement of the characteristics of known ones.
Biosca M +8 more
europepmc +2 more sources
Diastereoselective Spiroannulation of Phenolic Substrates: Synthesis of (±)-2-tert-Butyl-6-methoxy-1-oxaspiro[4,5]deca-6,9-diene-8-one [PDF]
Molecules, 2005 The synthesis of a new spiroether is described. The title compound is obtained as a diastereomeric mixture in 45% yield.
N. English, G. Plourde
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Eco-friendly K‑10 Clay-Mediated [3 + 3] Spiroannulation of Morita–Baylis–Hillman Adduct of Isatin with Anthracene: Synthesis of Green Fluorophore Compounds [PDF]
ACS Omega, 2023 Vadivel Vaithiyanathan +1 more
doaj +2 more sources
Advanced Synthesis &Catalysis, Volume 366, Issue 24, Page 5008-5014, December 17, 2024.In this work, we present an organocatalytic spiroannulation method that provides access to spirocyclic benzofuran‐2‐ones. The reaction proceeds via the generation of an azolium dienolate from an α‐bromo‐α,β‐unsaturated aldehyde using a chiral N ...
Ladislav Lóška +8 more
semanticscholar +2 more sources