1082725-43-6Relevant articles and documents
Investigations of regio- and stereoselectivities in the synthesis of cytotoxic isoxazolidines through 1,3-dipolar cycloadditions of nitrones to dipolarophiles bearing an allylic oxygen
Singh, Rajinder,Bhella, Surinderjit Singh,Sexana,Shanmugavel,Faruk, Abdul,Ishar
, p. 2283 - 2291 (2007)
Regio- and stereoselectivities in cycloadditions of nitrones to dipolarophiles bearing an allylic oxygen, which furnishes substituted-isoxazolidine analogs of the furanose ring of nucleosides, have been investigated. Although the obtained regioselectiviti
Nickel(II)-Catalyzed Enantioselective 1,3-Dipolar Cycloaddition of Nitrones with α,β-Unsaturated Acylcarboxylates
Xie, Lei,Yu, Xuan,Li, Jiaqi,Zhang, Zhenhua,Qin, Zhaohai,Fu, Bin
, p. 657 - 661 (2017)
The highly enantioselective 1,3-dipolar cycloaddition of nitrones with α,β-unsaturated acylcarboxylates was realized for the first time by using a chiral bis(indano-oxazoline)-based Ni complex. The reaction proceeded smoothly under mild conditions and provided isoxazolidines with three contiguous stereocenters in high yields with excellent diastereoselectivities (>20:1 dr) and enantioselectivities (up to 99 % ee). The reaction was scaled up to the gram scale, and the products were readily transformed into γ-amino alcohols and other potentially bioactive compounds.
Highly selective copper membrane electrode using C-p-nitrophenyl-N-phenylnitrone
Mazloum Ardakani,Safaei - Ghomi,Mehdipoor
, p. 1140 - 1143 (2003)
The construction, performance characteristics and applications of a polymeric membrane electrode for Cu(II) ion are reported. The electrode was prepared by incorporating C-p-nitrophenyl-N-phenylnitrone as the charge carrier into a plasticized poly(vinyl c
A clean clay catalysed synthesis of α,N-diarylnitrones
Venkatachalapathy, Chockalingam,Thirumalaikumar, Muniappan,Muthusubramanian, Shanmugam,Pitchumani, Kasi,Sivasubramanian, Shunmugaperumal
, p. 4041 - 4047 (1997)
The first clean and the facile clay catalysed synthesis of α,N-diarylnitrones in good yield is reported.
Optimized aqueous Kinugasa reactions for bioorthogonal chemistry applications
Bilodeau, Didier A.,Margison, Kaitlyn D.,Ahmed, Noreen,Strmiskova, Miroslava,Sherratt, Allison R.,Pezacki, John Paul
supporting information, p. 1988 - 1991 (2020/02/25)
Kinugasa reactions hold potential for bioorthogonal chemistry in that the reagents can be biocompatible. Unlike other bioorthogonal reaction products, β-lactams are potentially reactive, which can be useful for synthesizing new biomaterials. A limiting factor for applications consists of slow reaction rates. Herein, we report an optimized aqueous copper(i)-catalyzed alkyne-nitrone cycloaddition involving rearrangement (CuANCR) with rate accelerations made possible by the use of surfactant micelles. We have investigated the factors that accelerate the aqueous CuANCR reaction and demonstrate enhanced modification of a model membrane-associated peptide. We discovered that lipids/surfactants and alkyne structure have a significant impact on the reaction rate, with biological lipids and electron-poor alkynes showing greater reactivity. These new findings have implications for the use of CuANCR for modifying integral membrane proteins as well as live cell labelling and other bioorthogonal applications.
Synthesis and Antimicrobial Evaluation of New Pyrrolo-isoxazolidine Derivatives
Yusuf, Mohamad,Shehneela,Singh, Baldev
, p. 220 - 228 (2018/12/11)
In the present study, pyrrolo-isoxazolidines 3(a-l) and 4(a-e), 4g, 4i, 4j have been synthesized by using the 1,3-dipolar cycloaddition reactions of nitrones 1(a-l) with ester substituted N-aryl maleimide (2b). These heterocycles have been obtained in cis and trans diastereomeric forms. The structures of newly synthesized heterocycles have been confirmed from their spectroscopic parameters such as IR,1H NMR,13C NMR and ESI-MS. The in vitro antimicrobial evaluation of these compounds were also investigated. Most of the prepared heterocycles showed significant antimicrobial properties. C3-phenyl substituted products exhibited the remarkable antibacterial behaviours while C3-thienyl/furyl substituted heterocycles proved themselves potent antifungal agents.
