Elsevier eBooks, Год журнала: 2021, Номер unknown, С. 221 - 264
Опубликована: Ноя. 25, 2021
Язык: Английский
Elsevier eBooks, Год журнала: 2021, Номер unknown, С. 221 - 264
Опубликована: Ноя. 25, 2021
Язык: Английский
European Journal of Inorganic Chemistry, Год журнала: 2021, Номер 2021(6), С. 501 - 528
Опубликована: Янв. 7, 2021
Abstract This minireview summarizes synthetic approaches towards homoleptic dirhodium(II,II) paddlewheel complexes with the general formula Rh 2 A 4 . These have found numerous applications in a wide range of chemical research and industry as catalysts, detectors, enzymatic inhibitors or building blocks for molecular scaffolds. In organic synthesis they are commonly used to transfer electron‐deficient species, act Lewis acids activate unsaturated bonds, serve hydrogenation catalysts participate oxidation/reduction processes. Dirhodium composed Rh‐Rh backbone four bridging anions, which surround core. According application, electrochemical potential atom can be modulated, geometry physical properties metal complex. prepared one step from basic inorganic precursors by post‐functionalization structures.
Язык: Английский
Процитировано
61ACS Catalysis, Год журнала: 2021, Номер 11(2), С. 829 - 839
Опубликована: Янв. 4, 2021
Density functional theory calculations were applied to study four previously published metal-catalyzed [2,3]-rearrangements from onium ylide intermediates, in pursuit of generalizations about when, during these types reactions, catalysts dissociate. Our results corroborate past studies where free-ylide mechanisms proposed be operative. Results on case indicate that the origin metal–catalyst dissociation can attributed primarily steric bulkiness groups adjacent carbene carbon.
Язык: Английский
Процитировано
38Organic Letters, Год журнала: 2020, Номер 22(14), С. 5555 - 5560
Опубликована: Июль 9, 2020
A highly efficient method is disclosed for the synthesis of 1,2-dichalcogen heterocycles via [3 + 2] cycloaddition cyclopropenone derivatives and elemental chalcogens. Different from other derivatives, cyclopropenselenones undergo unprecedented rearrangement with sulfur. The features this protocol include mild reaction conditions, high efficiency, excellent atom economy, gram-scale ability, good regioselectivity.
Язык: Английский
Процитировано
38Chemical Communications, Год журнала: 2020, Номер 56(42), С. 5649 - 5652
Опубликована: Янв. 1, 2020
An efficient rhodium catalyzed Sommelet-Hauser type rearrangement of sulfur ylides derived from α-thioesters and N-sulfonyl-1,2,3-triazoles has been successfully accomplished for the synthesis various functionalized enamides. The developed reaction involves unprecedented [2,3]-sigmatropic with imine motif. Importantly, method works well substituted α-thioesters/-amides/-ketones allows diverse enamide derivatives in good to excellent yields. was also extended one-pot enamides terminal alkynes.
Язык: Английский
Процитировано
32Organic Letters, Год журнала: 2025, Номер unknown
Опубликована: Фев. 12, 2025
An efficient asymmetric synthesis of 3-vinylphthalides has been accomplished through rhodium-catalyzed [4+1]-annulation arylcarboxylic acids with cyclopropenes involving C–H bond functionalization. The method exhibited excellent compatibility for various functional groups and offered diverse substituted in yield enantioselectivity. Synthetic application control experiments were also performed to demonstrate the utility understand reaction pathway.
Язык: Английский
Процитировано
0Angewandte Chemie International Edition, Год журнала: 2022, Номер 61(31)
Опубликована: Май 16, 2022
Abstract Chiral β‐hydroxysulfides are an important class of organic compounds which find broad application in and pharmaceutical chemistry. Herein we describe the development novel biocatalytic chemoenzymatic methods for enantioselective synthesis by exploiting ketoreductase (KRED) enzymes. Four KREDs were discovered from a pool 384 enzymes identified isolated through metagenomic approach. KRED311 KRED349 catalysed bearing stereocentre at C−O bond with opposite absolute configurations excellent ee values biocatalytic‐chemical‐biocatalytic (bio‐chem‐bio) cascades starting commercially available thiophenols/thiols α‐haloketones/alcohols. KRED253 KRED384 C−S enantioselectivities dynamic kinetic resolution (DKR) racemic α‐thioaldehydes.
Язык: Английский
Процитировано
13Organic Letters, Год журнала: 2023, Номер 25(4), С. 703 - 707
Опубликована: Янв. 23, 2023
We report a novel rhodium-catalyzed rearrangement involving N-substituted 2-thiopyridones and diazoesters. This reaction proceeds through the formation of sulfur ylides, followed by direct C-N bond cleavage to achieve N-to-C 1,4-pyridyl migration. The protocol can be used construct various thiopyridines possessing tetrasubstituted carbon stereocenters in moderate excellent yields, which expands transformation pattern ylide intermediates reactions.
Язык: Английский
Процитировано
7The Chemical Record, Год журнала: 2021, Номер 21(12), С. 3872 - 3883
Опубликована: Авг. 26, 2021
Abstract Short and efficient synthesis of heterocyclic compounds are highly desirable in synthetic organic chemistry. It is a dream approach to accomplish these syntheses from readily available starting materials single step. In this personal account, we discuss our contribution the beyond N‐sulfonyl‐1,2,3‐triazoles α‐diazocarbonyl compounds, which precursors for α‐imino (carbonyl) metal carbenes presence transition catalysts. Functionalization α‐imino(carbonyl) has been achieved through in‐situ generated metal‐stabilized ylides followed by either intramolecular trapping non‐polar bonds, rearrangement, cycloaddition, or 1,3‐insertion fashion, led various synthetically important intermediates compounds.
Язык: Английский
Процитировано
16Organic Letters, Год журнала: 2021, Номер 23(9), С. 3447 - 3452
Опубликована: Апрель 8, 2021
An oxa-[2,3] sigmatropic rearrangement involving arynes is reported featuring the umpolung of ketones, where C═O bond polarity reversed. The in situ-generated sulfur ylides from β-keto thioethers and undergo efficient allowing facile robust synthesis functionalized enol ethers high yields excellent functional group compatibility. Preliminary mechanistic studies rule out possibility Pummerer-type operating this case.
Язык: Английский
Процитировано
14Molecules, Год журнала: 2020, Номер 25(10), С. 2420 - 2420
Опубликована: Май 22, 2020
The goals of this mini review constitute (a) a presentation the synthetic protocols applied to preparation achiral and non-racemic selenonium ylides; (b) discussion their basic structural features, including optical activity; (c) description applications in general methodology asymmetric synthesis.
Язык: Английский
Процитировано
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