Orthogonal protection of saccharide polyols through solvent-free one-pot sequences based on regioselective silylations

Scholarly Works

• Traboni, S.; Esposito, F.; Ziaco, M.; Bedini, E.; Iadonisi, A. A comprehensive solvent-free approach for the esterification and amidation of carboxylic acids mediated by carbodiimides. Tetrahedron 2023, 133, 133291. doi:10.1016/j.tet.2023.133291
• Traboni, S.; Bedini, E.; Silipo, A.; Vessella, G.; Iadonisi, A. Solvent-Free Glycosylation from per-O-Acylated Donors Catalyzed by Methanesulfonic Acid. European Journal of Organic Chemistry 2021, 2021, 5669–5676. doi:10.1002/ejoc.202101121
• Vessella, G.; Esposito, F.; Traboni, S.; Di Meo, C.; Iadonisi, A.; Schiraldi, C.; Bedini, E. Exploiting diol reactivity for the access to unprecedented low molecular weight curdlan sulfate polysaccharides. Carbohydrate polymers 2021, 269, 118324. doi:10.1016/j.carbpol.2021.118324
• Traboni, S.; Bedini, E.; Landolfi, A.; Vessella, G.; Iadonisi, A. Catalytic, Regioselective Sulfonylation of Carbohydrates with Dibutyltin Oxide under Solvent-Free Conditions. Catalysts 2021, 11, 202. doi:10.3390/catal11020202
• Csávás, M.; Herczeg, M.; Bajza, I.; Borbás, A. Protecting Group Manipulations in Carbohydrate Synthesis. Comprehensive Glycoscience; Elsevier, 2021; pp 464–524. doi:10.1016/b978-0-12-819475-1.00087-0
• Traboni, S.; Bedini, E.; Vessella, G.; Iadonisi, A. Solvent-Free Approaches in Carbohydrate Synthetic Chemistry: Role of Catalysis in Reactivity and Selectivity. Catalysts 2020, 10, 1142. doi:10.3390/catal10101142
• Mukherjee, M. M.; Maity, S. K.; Ghosh, R. One-pot construction of carbohydrate scaffolds mediated by metal catalysts. RSC advances 2020, 10, 32450–32475. doi:10.1039/d0ra05355d
• Traboni, S.; Vessella, G.; Bedini, E.; Iadonisi, A. Solvent-free, under air selective synthesis of α-glycosides adopting glycosyl chlorides as donors. Organic & biomolecular chemistry 2020, 18, 5157–5163. doi:10.1039/d0ob01024c
• Tsurubuchi, T.; Shirakawa, M.; Kurosawa, W.; Matsumoto, K.; Ubagai, R.; Umishio, H.; Suga, Y.; Yamazaki, J.; Arakawa, A.; Maruyama, Y.; Seki, T.; Shibui, Y.; Yoshida, F.; Zaboronok, A.; Suzuki, M.; Sakurai, Y.; Tanaka, H.; Nakai, K.; Ishikawa, E.; Matsumura, A. Evaluation of a Novel Boron-Containing α-d-Mannopyranoside for BNCT. Cells 2020, 9, 1277. doi:10.3390/cells9051277
• Lv, J.; Zhu, J.-J.; Liu, Y.; Dong, H. Regioselective Sulfonylation/Acylation of Carbohydrates Catalyzed by FeCl3 Combined with Benzoyltrifluoroacetone and Its Mechanism Study. The Journal of organic chemistry 2020, 85, 3307–3319. doi:10.1021/acs.joc.9b03128
• Traboni, S.; Bedini, E.; Giordano, M.; Iadonisi, A. One-pot synthesis of orthogonally protected sugars through sequential base-promoted/acid-catalyzed steps: A solvent-free approach with self-generation of a catalytic species. Tetrahedron Letters 2019, 60, 1777–1780. doi:10.1016/j.tetlet.2019.05.066
• Dimakos, V.; Taylor, M. S. Site-Selective Functionalization of Hydroxyl Groups in Carbohydrate Derivatives. Chemical reviews 2018, 118, 11457–11517. doi:10.1021/acs.chemrev.8b00442
• Goekjian, P. G.; Vidal, S. Protecting Groups; Wiley, 2018; pp 109–143. doi:10.1002/9783527697014.ch4
• Kulkarni, S. S.; Wang, C.-C.; Sabbavarapu, N. M.; Podilapu, A. R.; Liao, P.-H.; Hung, S.-C. "One-Pot" Protection, Glycosylation, and Protection-Glycosylation Strategies of Carbohydrates. Chemical reviews 2018, 118, 8025–8104. doi:10.1021/acs.chemrev.8b00036
• Traboni, S.; Bedini, E.; Iadonisi, A. Solvent‐Free Conversion of Alcohols to Alkyl Iodides and One‐Pot Elaborations Thereof. ChemistrySelect 2018, 3, 1616–1622. doi:10.1002/slct.201800130
• Almond, M.; Suleiman, M. G.; Hawkins, M.; Winder, D.; Robshaw, T.; Waddoups, M.; Humphreys, P. N.; Laws, A. P. Developing Cellulosic Waste Products as Platform Chemicals: Protecting Group Chemistry of α-Glucoisosaccharinic Acid. Carbohydrate research 2017, 455, 97–105. doi:10.1016/j.carres.2017.11.013
• Traboni, S.; Bedini, E.; Iadonisi, A. Solvent‐Free One‐Pot Diversified Protection of Saccharide Polyols Via Regioselective Tritylations. ChemistrySelect 2017, 2, 4906–4911. doi:10.1002/slct.201701033
• Traboni, S.; Liccardo, F.; Bedini, E.; Giordano, M.; Iadonisi, A. Solvent-free synthesis of glycosyl chlorides based on the triphenyl phosphine/hexachloroacetone system. Tetrahedron Letters 2017, 58, 1762–1764. doi:10.1016/j.tetlet.2017.03.068

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