A photomediated protocol giving facile access to substituted β-lactam and β-lactones is presented. The method realizes, for the first time, the use of the Zimmerman-O'Connell-Griffin (ZOG) rearrangement in [2 + 2] cycloaddition. Products are obtained in high yield with excellent diastereoselectivity under visible light irradiation and under mild reaction conditions.
Download full-text PDF |
Source |
|---|---|
| http://www.ncbi.nlm.nih.gov/pmc/articles/PMC10391623 | PMC |
| http://dx.doi.org/10.1021/acs.orglett.3c01990 | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Butyl Imidates: Highly Stable and Isolable Synthetic Intermediates.
J Org Chem
January 2025
U.S. Process Chemistry, CMC Synthetics Platform, Sanofi, 350 Water Street, Cambridge, Massachusetts 02141, United States.
Imidates are versatile synthetic intermediates that contain ambiphilic reactivity, making them valuable pharmaceutically relevant synthons. Despite their extensive utility, imidates are typically generated in situ rather than isolated due to their inherent instability. This report details a systematic study that led to the discovery of an isolable imidate hydrogen chloride (HCl) salt that exhibits high tolerance to hydrolysis, thereby improving process control and facilitating downstream transformations.
View Article and Find Full Text PDFPalladium-Catalyzed Oxidative Allene-Allene Cross-Coupling.
J Am Chem Soc
January 2025
Department of Organic Chemistry, Arrhenius Laboratory, Stockholm University, SE-10691 Stockholm, Sweden.
Direct cross-coupling reactions between two similar unactivated partners are challenging but constitute a powerful strategy for the creation of new carbon-carbon bonds in organic synthesis. [4]Dendralenes are a class of acyclic branched conjugated oligoenes with great synthetic potential for the rapid generation of structural complexity, yet the chemistry of [4]dendralenes remains an unexplored field due to their limited accessibility. Herein, we report a highly selective palladium-catalyzed oxidative cross-coupling of two allenes with the presence of a directing olefin in one of the allenes, enabling the facile synthesis of a broad range of functionalized [4]dendralenes in a convergent modular manner.
View Article and Find Full Text PDFBase-Promoted [4 + 1 + 1] Multicomponent Tandem Cycloaddition of -Substituted Nitroarenes, Aldehydes, and Ammonium Salts To Access 2,4-Substituted Quinazoline Frameworks.
J Org Chem
January 2025
Key Laboratory of Biomass Green Chemical Conversion of Yunnan Provincial Education Department, Yunnan Key La-boratory of Chiral Functional Substance Research and Application, School of Chemistry & Environment, Yunnan Minzu University, Kunming 650504, P. R. China.
We report a base-promoted, metal-free multicomponent tandem reaction, involving a [4 + 1 + 1] cycloaddition process between -substituted nitroarenes, aldehydes, and ammonium salts. Modifying the substituents on the nitroaromatic compounds effectively provides structurally diverse 2-substituted and 4-alkenylquinazolines with good to excellent yields (77%-90% and quinazoline 51 examples) and high tolerance for various inorganic ammonium salts (13 examples, such as NH·HO, NHCl, and NHHF). A new method for constructing 2,4-substituted quinazoline compounds with high selectivity from simple nitrogen source compounds was developed, and the reaction can be scaled up to a gram scale.
View Article and Find Full Text PDFPharmacy Customers' Attitudes Towards Expanded Pharmacy Services in Croatia.
Pharmacy (Basel)
December 2024
Department of Pathophysiology, University of Split School of Medicine, 21000 Split, Croatia.
Pharmacists have been recognized as the most accessible healthcare professionals, and research has been carried out on expanded pharmacy services they could provide. Additional pharmacy services are a cost-effective way to prevent medication errors, reduce the number of drug-related problems, and prevent chronic disease progression. Therefore, this study aims to evaluate pharmacy service users' views of expanded pharmacy services in Croatia.
View Article and Find Full Text PDFA map of the rubisco biochemical landscape.
Nature
January 2025
Innovative Genomics Institute, University of California Berkeley, Berkeley, CA, USA.
Rubisco is the primary CO-fixing enzyme of the biosphere, yet it has slow kinetics. The roles of evolution and chemical mechanism in constraining its biochemical function remain debated. Engineering efforts aimed at adjusting the biochemical parameters of rubisco have largely failed, although recent results indicate that the functional potential of rubisco has a wider scope than previously known.
View Article and Find Full Text PDFWant AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!