Results 11 to 20 of about 545 (146)
Advancing Sulfinyl Radical Chemistry: An Asymmetric Smiles Rearrangement with Chiral Sulfoxides. [PDF]
A visible‐light‐driven, asymmetric sulfinyl‐Smiles rearrangement enables the enantioselective trifunctionalization of chiral sulfoxides via radical addition, 1,5‐aryl migration, and sulfinyl radical interception. By tuning the redox potentials of key components, this cascade forms two C─C and one C─S bond in a single step, yielding enantioenriched ...
Hu Y, Schreyer T, Nevado C.
europepmc +3 more sources
Synthetic Strategies to Access Fluorinated Azoles. [PDF]
This review highlights recent synthetic strategies for introducing fluorine groups (mono‐, di‐, and trifluoromethylation) into 11 major azole classes, identifying research gaps to inform future innovations in materials science, medicinal chemistry, and biomedical research.
El-Gaber MKA +4 more
europepmc +2 more sources
New Glycoconjugates Containing Selenium and Polyphenols. Stereoselective Synthesis by Pummerer‐like Rearrangement. [PDF]
Two series of novel six‐membered Se‐glycoconjugates containing hydroxycinnamic acids marked by well‐known antioxidant properties are synthesized, exploiting a Mitsunobu reaction and a Pummerer‐like rearrangement. A first example of six‐membered selenosugar with selenium in the ring and bearing an acetal‐like functional group at C‐1 was reported, which ...
Claudia González +6 more
openalex +2 more sources
Pummerer fragmentation vs. Pummerer rearrangement: a mechanistic analysis
Depending upon the nature of the substituent at the beta-position of the sulfoxide moiety, a Pummerer reaction can be oriented "at will" towards Calpha-H (rearrangement) or Calpha-Cbeta (fragmentation) bond cleavage.
Laleu, Benoît +2 more
openaire +3 more sources
Following recent successful results in the search for innovative semi-synthetic cosmeceutical Se-glycoconjugates, the work reported herein explores the development and evaluation of second-generation selenosugar-linked hydroxycinnamic acids as new ...
Giovanna Cimmino +9 more
doaj +1 more source
Regioselective Pummerer rearrangement in [2.2]paracyclophanes
We investigated and rationalized a synthetic pathway to [2.2]paracyclophanedienes, that exploits the combination of the Pummerer rearrangement on a dithiacyclophane with a photochemical sulfur extrusion step and a base-catalyzed elimination step. The synthetic pathway is very effective for the symmetric, prototypical [2.2]paracyclophanediene.
Invernizzi F., Nitti A., Pasini D.
openaire +2 more sources
Thiophene Derivatives as Versatile Precursors for (Hetero)Arene and Natural Product Synthesis
Hidden but Powerful: Thiophenes and their saturated analogues have been demonstrated to be versatile C4‐building blocks that can be rapidly applied to natural product synthesis and the construction of functionalized (hetero)arenes. This minireview aims to provide a concise overview of the strategies and implementations of these sulfur‐containing ...
Anna Keimer, Franz‐Lucas Haut
wiley +1 more source
Strained spirocyclic spiro[2.3]hexane and its heteroatom‐containing derivatives, including previously underrepresented 5‐oxa‐1‐azaspiro[2.3]hexanes and 1,5‐diazaspiro[2.3]hexanes, were synthesized via a modular approach of insertion of cyclobutane‐, oxetane‐, and azetidine‐containing sulfonium reagents into alkenes, carbonyls and imines.
Philipp Natho +10 more
wiley +1 more source
A small library of tricyclic natural product‐like molecules with quaternary stereocenters is rapidly synthesized. An excellent chirality transfer from sulfur to carbon atom is observed, furnishing the desired products in 90–99% enantiomeric excesses and 51–78% isolated yields.
Weiping Zhou +2 more
wiley +1 more source
STEREOSELECTIVE PUMMERER REARRANGEMENT OF PHENYLSULFINYLCYCLOPROPANES WITH ACETIC ANHYDRIDE [PDF]
Abstract The Pummerer reaction of cis- and trans-2-phenyl-1-(phenylsulfinyl)cyclopropanes and cis, syn- and cis, anti-2,3-dimethyl-1-(phenylsulfinyl)cyclopropanes afforded the stereoselective products.
Toshiaki Masuda +3 more
openaire +1 more source

