10.1016/S0040-4039(98)02135-2
The research aimed to chemically synthesize two analogues of the calicheamicin oligosaccharide, which is crucial for drug-DNA interaction and the selectivity and specificity of DNA cleavage. The study focused on the roles of carbohydrate rings D and E, the aromatic ring-C, and the β-N-O glycosidic bond on DNA-drug recognition events. The researchers reported the total synthesis of oligosaccharides 1 and 2, which replaced carbohydrate ring E with a basic chain E', either with or without the rhamnopyranosyl unit D. Key chemicals used in the synthesis process included 2,2,2-trifluoroethanesulfonyl chloride, benzoyl chloride, trifluoroethanesulfonate ester, 1,4-dibromobutane, sodium hydride, ethylamine, Fmoc-protected amine, sodium borohydride, boron trifluoride, and various other reagents and solvents. The synthesized oligosaccharides showed some binding to double-stranded DNA, but solubility issues prevented a detailed study. The work was financially supported by the Ministère de l'Enseignement Supérieur et de la Recherche and involved collaboration with experts in the field.
10.1002/ardp.19823150314
The research focuses on the synthesis of 4-Cyano-1,3-dioxolanes from 2,3-epoxynitriles and acetone in the presence of boron trifluoride. The study aims to explore the steric course of the reaction and discusses the stereospecificity of the process. The researchers also describe an improved method for the preparation of 2,3-epoxynitriles. The chemicals used in the process include 2,3-epoxynitriles, acetone, boron trifluoride, and trimethylbenzylammonium hydroxide as a phase-transfer catalyst. The conclusions drawn from the research indicate that the reaction is predominantly stereospecific, with a high yield of trans-3a from pure cis-2a and cis-3a from trans-2a. The study also suggests a concerted opening of the epoxide ring with trans-addition of the carbonyl oxygen, leading to the formation of 1,3-dioxolanes. However, the exact mechanism of the epoxide opening remains unknown, and further investigations are ongoing to clarify the formation mechanisms of side products observed during the reaction.
10.1246/bcsj.78.1654
The research explores the use of 2-methoxy-4-nitrobenzenediazonium salt as a diazonium-transfer agent for primary arylamines. The study investigates the tautomerism of 1,3-diaryltriazenes derived from this diazonium salt and primary arylamines, demonstrating that the introduction of a 2-methoxy-4-nitrophenyl group can effectively control the tautomerism, allowing selective utilization of one of the isomers for organic synthesis. Key chemicals involved in the research include 2-methoxy-4-nitrophenylamine, sodium nitrite, hydrochloric acid, sodium iodide, boron trifluoride, arylboronic acids, and silyl enol ethers. The research highlights the deaminative iodination and palladium-catalyzed arylation of arylamines without direct diazotization, showcasing the practical utility of the diazonium salt in these transformations. The study also involves the recovery of the starting 2-methoxy-4-nitrophenylamine after the reactions, emphasizing the sustainability and efficiency of the proposed synthetic methods.
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![[ReH(η(2)-BH4)(NO)(PiPr3)2]](/Databaselist/images/loading.webp)
