Molecular Sieves Mediated Green Per-<i>O</i>-Acetylation of Carbohydrate Templates and Lipase Catalyzed Regioselective Alcoholysis of 2,3,5-Tri-<i>O</i>-Acetyl-D-Ribonolactone

Cardozo, Herbert Martins; Ribeiro, Thaís de Freitas; Sá, Marcus M.; Sebrão, Damianni; Nascimento, Maria da Graça; Silveira, Gustavo Pozza

doi:10.5935/0103-5053.20150037

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“…Moreover, it has been reported that molecular sieves can have a role in acetylation reaction, both under classical or alternative heating mode, thanks to their soft base character and MW absorbing power, respectively [37–40]. The reaction performed without molecular sieves gave rise to worse results (data not shown), even if a catalytic role could not be proved in our case, because the reactions were activated and gave rise to moderate yields as in a typical equilibrium system.…”

Section: Resultsmentioning

confidence: 99%

Tunable microwave-assisted method for the solvent-free and catalyst-free peracetylation of natural products

Oliverio¹,

Costanzo²,

Nardi³

et al. 2016

Beilstein J. Org. Chem.

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Summary Background: The peracetylation is a simple chemical modification that can be used to enhance the bioavailability of hydrophilic products and to obtain safe and stable pro-drugs. Results: A totally green, solvent-free and catalyst-free microwave (MW)-assisted method for peracetylation of natural products such as oleuropein, alpha-hederin, quercetin and rutin is presented. By simply tuning the MW heating program, polyols with chemical diverse –OH groups or thermolabile functionalities can be peracetylated to improve the biological activity without degradation of the natural starting molecules. An evaluation of the process greenness was performed. Conclusion: The method is potentially universally applicable for green acetylation of hydrophilic biological molecules, potentially easily scalable for industrial applications, including pharmaceutical, cosmetic and food industry.

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Section: Resultsmentioning

confidence: 99%