Regioselective chemoenzymatic syntheses of ferulate conjugates as chromogenic substrates for feruloyl esterases

• Olga Gherbovet,
• Fernando Ferreira,
• Apolline Clément,
• Mélanie Ragon,
• Julien Durand,
• Sophie Bozonnet,
• Michael J. O'Donohue and
• Régis Fauré

Beilstein J. Org. Chem. 2021, 17, 325–333, doi:10.3762/bjoc.17.30

• alcohols and polyhydroxylated compounds. Three compounds suitable for the detection and/or characterization of Fae activity were synthesized in a straightforward protocol that holds the potential to greatly reduce the cost of the substrates 1a and 1b. Moreover, the enzyme-driven convergent synthesis of 12

Easy, efficient and versatile one-pot synthesis of Janus-type-substituted fullerenols

• Marius Kunkel and
• Sebastian Polarz

Beilstein J. Org. Chem. 2019, 15, 901–905, doi:10.3762/bjoc.15.87

• fullerenes with solubility in water. Thus, one important class of fullerene derivatives are the hydroxylated and polyhydroxylated compounds, so called fullerenols (C60(OH)n) [14]. The degree of hydroxylation and with that the solubility of these compounds can be tuned by using different synthetic approaches

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

• Manuela Oliverio,
• Paola Costanzo,
• Monica Nardi,
• Carla Calandruccio,
• Raffaele Salerno and
• Antonio Procopio

Beilstein J. Org. Chem. 2016, 12, 2222–2233, doi:10.3762/bjoc.12.214

• green acetylation of hydrophilic biological molecules, potentially easily scalable for industrial applications, including pharmaceutical, cosmetic and food industry. Keywords: catalyst-free; microwaves; peracetylation; polyhydroxylated compounds; solvent-free; Introduction Peracetylation of alcohols

Dicarboxylic esters: Useful tools for the biocatalyzed synthesis of hybrid compounds and polymers

• Ivan Bassanini,
• Karl Hult and
• Sergio Riva

Beilstein J. Org. Chem. 2015, 11, 1583–1595, doi:10.3762/bjoc.11.174

• these molecules along with the presence of multiple functional groups make their chemical manipulation difficult. This inherent “fragility” makes biocatalysis an attractive method for their derivatization. Specifically, glycosides and polyhydroxylated compounds can be selectively acylated at specific

• , studying the supramolecular behavior of bolaamphiphile molecules, it has been reported that polyhydroxylated compounds linked via a dicarboxylic chain (like the symmetric vitamin C-based bolaamphiphile 26, L,L) give origin to regular structures [45]. The previously described biocatalyzed approach allowed

Garner’s aldehyde as a versatile intermediate in the synthesis of enantiopure natural products

• Mikko Passiniemi and
• Ari M.P. Koskinen

Beilstein J. Org. Chem. 2013, 9, 2641–2659, doi:10.3762/bjoc.9.300

• substructures. This structural motif can be found in many natural products, such as iminosugars (7 and 9), peptide antibiotics (8), sphingosines and their derivatives (10 and 11, Figure 3). These naturally occurring polyhydroxylated compounds have attracted increasing interest from synthetic chemists, because

Addition of lithiated enol ethers to nitrones and subsequent Lewis acid induced cyclizations to enantiopure 3,6-dihydro-2H-pyrans – an approach to carbohydrate mimetics

• Fabian Pfrengle and
• Hans-Ulrich Reissig

Beilstein J. Org. Chem. 2010, 6, No. 75, doi:10.3762/bjoc.6.75

• aminopyran derivatives that can be regarded as carbohydrate mimetics. Trimeric versions of these carbohydrate mimetics were constructed via their attachment to a tricarboxylic acid core to produce novel polyhydroxylated compounds that will be evaluated as potential selectin binders at a future date