Caution, alkyl acyl azides can rapidly decompose with heat to release large amounts of nitrogen. Care should be taken during handling: do not attempt to convert neat and avoid handling neat.
Download full-text PDF |
Source |
|---|---|
| http://www.ncbi.nlm.nih.gov/pmc/articles/PMC4205754 | PMC |
| http://dx.doi.org/10.15227/orgsyn.091.0150 | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Rhodium-Catalyzed Allylic Amination for the Enantioselective Synthesis of Tertiary β-Fluoroamines.
Org Lett
January 2025
Department of Chemistry, Wayne State University, Detroit, Michigan 48202, United States.
The utilization of β-fluoroamines as pharmaceutical components for drug development has attracted a considerable amount of interest. However, direct access to tertiary β-fluoroamines is challenging. We herein report the rhodium-catalyzed asymmetric amination of tertiary allylic trichloroacetimidates with anilines and cyclic aliphatic amines to access tertiary β-fluoroamines, where the α-carbon atom is bonded to four different substituents, in good yield with high levels of enantioselectivity.
View Article and Find Full Text PDFDevelopment of a Synthetic Platform for Ent-Pimaranes Reveals their Potential as Novel Non-Redox Active Ferroptosis Inhibitors.
Chemistry
December 2024
Department of Organic Chemistry and Center for Molecular Biosciences, University of Innsbruck, Innrain 80-82, 6020, Innsbruck, Austria.
We present a comprehensive account on the evolution of a synthetic platform for a subfamily of ent-pimaranes. For the most complex member, norflickinflimiod C, five distinct strategies relying on either cationic or radical polyene cyclizations to construct the requisite tricyclic carbon scaffold were explored. Insights from early and late stage oxidative and reductive dearomatization studies ultimately led to a mild, rhodium-catalyzed arene hydrogenation for the final synthetic route.
View Article and Find Full Text PDFRhodium-Catalyzed Enantioselective Hydrosilylation of 1,1-Disubstituted Enamides.
Org Lett
December 2024
Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education, and Key Laboratory of Organosilicon Material Technology of Zhejiang Province, College of Material, Chemistry and Chemical Engineering, Hangzhou Normal University, Hangzhou 311121, P. R. China.
Catalytic hydrosilylation of 1,1-disubstituted enamides is one of the most challenging and synthetically useful processes in organosilicon chemistry and asymmetric catalysis. Herein, we report a rhodium-catalyzed enantioselective hydrosilylation of α-arylenamides with substituted hydrosilanes with the aid of chiral P-ligand, including newly developed spirophosphite ligands, giving various chiral β-silylated amides in excellent yields with good to excellent enantioselectivities (98:2 er after recrystallization). In addition, chiral β-silylated amines can be obtained by further functionalization of the hydrosilylation product.
View Article and Find Full Text PDFAsymmetric Synthesis of P-Chirogenic Ferrocenyl BipheP* Diphosphine by Ephedrine-Aryne Methods and Application in Rhodium-Catalyzed Hydrogenation.
J Org Chem
December 2024
Université de Bourgogne, UFR des Sciences et Techniques, ICMUB UMR-CNRS 6302, BP 47870, 21078 Dijon Cedex, France.
Chiral diphosphines with a biphenyl bridge and the chirality borne by the phosphorus atoms and not due to the atropoisomery of the biaryl backbone have been scarcely studied. Herein, we report the asymmetric synthesis of the (,)-2,2'-bis(ferrocenylphenylphosphino)biphenyl (BipheP*) ligand and its application in Rh-catalyzed hydrogenation. The synthesis was based on the enantioselective preparation of P-chirogenic ferrocenyl(-bromophenyl)phenylphosphine by the reaction of -phosphine-borane with 1,2-dibromobenzene and its homocoupling into BipheP*.
View Article and Find Full Text PDFRhodium-catalyzed atropodivergent hydroamination of alkynes by leveraging two potential enantiodetermining steps.
Sci Adv
November 2024
Institute of Chemistry Frontier, School of Chemistry and Chemical Engineering, Shandong University, Qingdao 266237, China.
A pair of enantiomers is known to have different biological activities. Two catalysts with opposite chirality are nearly always required to deliver both enantiomeric products. In this work, chiral rhodium(III) cyclopentadienyl complexes are repurposed as efficient catalysts for enantiodivergent and atroposelective hydroamination of sterically hindered alkynes.
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!