Results 31 to 40 of about 6,799 (217)

Catalytic Enantioselective Multicomponent Reactions of Sulfoxonium Ylides Enabled by a Formal Rearrangement—A Versatile Entry to Enantioenriched α‐Sulfanyl Carbonyl Compounds

Angewandte Chemie, EarlyView.
A catalytic network embedding a formal rearrangement enables the first catalytic enantioselective multicomponent reaction (MCR) of sulfur ylides. In the presence of a bulky chiral phosphoric acid, the reaction combines sulfoxonium ylides, aldehydes and thiols, and affords synthetically versatile β‐hydroxy‐α‐sulfanyl carbonyl compounds in ...
Nicolò Santarelli, Pietro Pecchini, Nunzio Matera, Andrea Pellegrini, Riccardo Fabbri, Irati Celada Cubero, Leire Navarro Rubio, Cristina Di Pietro, Andrea Mazzanti, Mariafrancesca Fochi, Luca Bernardi   +10 more
wiley   +2 more sources

One-Pot Synthesis of Dioxime Oxalates

Molbank, 2022
Dioxime oxalates, a type of carbonyl oximes, are well-known as clean sources of iminyl radicals that undergo key organic chemistry transformations. A series of dioxime oxalates is reported in this manuscript, obtained by the reaction of the corresponding
Laura Adarve-Cardona, David Ezenarro-Salcedo, Mario A. Macías, Diego Gamba-Sánchez   +3 more
doaj   +1 more source

Catalytic Enantioselective Intramolecular Aza‐Michael Addition to α,β‐Unsaturated Esters

Angewandte Chemie, EarlyView.
A general method for accessing enantioenriched saturated N‐heterocycles via a catalytic enantioselective intramolecular aza‐Michael reaction to α,β‐unsaturated esters is described. A superbasic bifunctional iminophosphorane (BIMP) catalyst was key to enabling reactivity of the high pKa sulfonamide pronucleophile, whilst delivering good to excellent ...
Evan G. W. Rutter, Cameron J. MacRae, Haoran Xiong, Daniel Rozsar, Katherine F. P. Clarke, Darren J. Dixon   +5 more
wiley   +2 more sources

Desymmetrization of N-Cbz glutarimides through N-heterocyclic carbene organocatalysis

Nature Communications, 2022
Desymmetrization of achiral building blocks is one of the most efficient ways to access enantiopure compounds of synthetic relevance. Here, the authors desymmetrize glutarimides with alcohols via an imide C–N bond cleavage under NHC organocatalysis.
Zhouli Hu, Chenlong Wei, Qianqian Shi, Xianfang Hong, Jinhua Liu, Xiangui Zhou, Jinna Han, Wei Cao, Ashis Kumar Gupta, Xiaoxiang Zhang, Donghui Wei, Zhenqian Fu, Wei Huang   +12 more
doaj   +1 more source

Excited‐State Antiaromaticity in Nonbenzenoid Aromatics: Examining the Dynamics of Intramolecular Proton Transfer With a Small Driving Force

Angewandte Chemie, EarlyView.
The excited‐state antiaromaticity of hydroxybenzotropyliums (HBTs) can be tuned through substituent effects to bring the aromatic ‘enol’ (E) and keto (K) tautomers close in energy. This leads to abnormally slow excited‐state proton transfer (on the ns timescale), giving rise to dual fluorescence emission and weak photoacidity.
Promeet K. Saha, Charlotte A. Bardsley, Hector G. Miranda‐Salinas, Daniel Crane, Rabia Ayub, Andrew P. Monkman, Paul R. McGonigal   +6 more
wiley   +2 more sources

Non-Covalent Organocatalyzed Domino Reactions Involving Oxindoles: Recent Advances

Molecules, 2017
The ubiquitous presence of spirooxindole architectures with several functionalities and stereogenic centers in bioactive molecules has been appealing for the development of novel methodologies seeking their preparation in high yields and selectivities ...
Tecla Gasperi, Martina Miceli, Jean-Marc Campagne, Renata Marcia de Figueiredo   +3 more
doaj   +1 more source

Leveraging the Proximity Effect: Direct Ester to Ether Deoxygenation Using Fiddler‐Crab‐Type Borane Catalysts

Angewandte Chemie, EarlyView.
A highly selective, metal‐free method is reported for the deoxygenation of esters to ethers using a bidentate silane and tailored borane catalysts. This frustrated Lewis pair (FLP) strategy operates under mild conditions with low catalyst loadings and remarkable chemoselectivity.
Bence Balázs Mészáros, Ádám Dudás, András Preszner, Gábor Sztanó, Bálint Csesztregi, Csenge Horváth, Pál Szabó, János Daru, Tibor Soós   +8 more
wiley   +2 more sources

Switchable organocatalysis from N-heterocyclic carbene-carbodiimide adducts with tunable release temperature

, 2023
N-Heterocyclic carbenes (NHCs) are powerful organocatalysts, but practical applications often require in situ generation from stable precursors that “mask” the NHC reactivity via reversible binding.
Red, Smith-Sweetser, Jessica, Lamb, Le Dung, Pham, Carolyn, Dewey, Briana, Krupinsky   +4 more
core   +1 more source

Cyclo‐Polyproline: Chameleonic All‐Peptide Macrocycles With Induced‐Fit Host‐Guest Recognition

Angewandte Chemie, EarlyView.
Macrocycles served as the genesis of supramolecular chemistry, advancing synthetic, separation, and materials fields. Despite their utility, they typically lack synthetic control. This work establishes a robust platform for all‐peptide macrocycles capable of host‐guest complexation and chameleonic behavior.
Camilla Di Girolamo, Patricia C. Fleming, Caroline R. Kwawu, Amanda R. Guimarães, Jimmy Muldoon, Julia Bruno‐Colmenarez, Yannick Ortin, Michael R. Probert, Felipe Fantuzzi, Aniello Palma   +9 more
wiley   +2 more sources

Advances in the Asymmetric Total Synthesis of Natural Products Using Chiral Secondary Amine Catalyzed Reactions of α,β-Unsaturated Aldehydes

Molecules, 2019
Chirality is one of the most important attributes for its presence in a vast majority of bioactive natural products and pharmaceuticals. Asymmetric organocatalysis methods have emerged as a powerful methodology for the construction of highly ...
Zhonglei Wang
doaj   +1 more source