Synthesis of Carbamic Esters Derivatives of Itols:  Antifungal Activity against Various Crop Diseases

Len, Christophe; Postel, Denis; Ronco, G.; Villa, Pierre; Goubert, Christel; Jeufrault, Eric; Mathon, Bernard; Simon, H.

doi:10.1021/jf9607371

Cited by 57 publications

(21 citation statements)

References 6 publications

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“…For these reasons, although many elaborate organic structures contain a glycerol moiety as organic skeleton (e.g. amphiphilic polymers, [11] antifungal agents, [12] pharmaceutical ingredients [13] ), glycerol is rarely used for their synthesis. Indeed, to obtain satisfactory synthetic yields, highly reactive and toxic reagents such as epichlorohydrin, 3-chloro-1,2-propanediol, or glycidol are always preferred to the cheap and non-toxic glycerol.…”

Section: Introductionmentioning

confidence: 99%

Rational Design of Solid Catalysts for the Selective Use of Glycerol as a Natural Organic Building Block

2008

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Glycerol is the main co-product of the vegetable oils industry (especially biodiesel). With the rapid development of oleochemistry, the production of glycerol is rapidly increasing and chemists are trying to find new applications of glycerol to encourage a better industrial development of vegetable oils. In this Review, attention is focused on the selective use of glycerol as a safe organic building block for organic chemistry. An overview is given of the different heterogeneous catalytic routes developed by chemists for the successful and environmentally friendly use of glycerol in sustainable organic chemistry. In particular, the effects of different catalyst structural parameters are discussed to clearly highlight how catalysis can help organic chemists to overcome the drawbacks stemming from the use of glycerol as a safe organic building block. It is shown that heterogeneous catalysis offers efficient routes for bypassing the traditional use of highly toxic and expensive epichlorohydrin, 3-chloro-1,2-propanediol, or glycidol, which are usually used as a glyceryl donor in organic chemistry.

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Section: Introductionmentioning

confidence: 99%

Rational Design of Solid Catalysts for the Selective Use of Glycerol as a Natural Organic Building Block

2008

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“…[1] They have useful biological activities and pharmacological properties suitable for use in antitumor agents, [2] monoacylglycerol lipase inhibitors, [3] and antibacterial drugs. [4] They have also served as fusarium oxysporum agents [5] and drugs against crop disease [6] in agriculture. Moreover, they can be used as linkers in solidphase organic synthesis, [7] protecting groups in peptide synthesis, [8] and have recently been used in the synthesis of ionic liquids.…”

Section: Introductionmentioning

confidence: 99%

Copper‐Catalyzed S‐Arylation Starting from Arylboronic Acids and Tetraalkylthiuram Disulfide

Dong

2018

Eur J Org Chem

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A convenient and useful protocol for the synthesis of diverse S‐aryl dithiocarbamates was studied. Starting from arylboronic acid and tetraalkylthiuram disulfide, copper‐catalyzed C–S coupling proceeds smoothly to give the desired S‐aryl dithiocarbamates in good to excellent yields. The broad substrate scope, short reaction time, easy performance, cheap substrates, and nice yields make this approach attractive, showing its practical synthetic value for the preparation of some biologically or pharmaceutically active compounds.

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“…An enormous quantity of glycerol is being produced by the oleochemical and biodiesel industry and is used as a base chemical for the production of value added products [1][2][3][4][5][6][7][8][9][10][11][12][13]. It has enormous applications in the food industry, pharmaceutical and personal care preparations.…”

Section: Introductionmentioning

confidence: 99%

Chemo-Enzymatic Synthesis of Oligoglycerol Derivatives

et al. 2016

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Abstract:A cleaner and greener method has been developed and used to synthesize 14 different functionalized oligomer derivatives of glycerol in moderate 29%-39% yields over three steps. After successive regioselective enzymatic acylation of the primary hydroxyl groups, etherification or esterification of the secondary hydroxyl groups and chemoselective enzymatic saponification, the target compounds can efficiently be used as versatile building blocks in organic and supramolecular chemistry.

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Synthesis of Carbamic Esters Derivatives of Itols: Antifungal Activity against Various Crop Diseases

Abstract: Keywords: Fungicides; 1-carbamoyl-dl-glycerol; 1-carbamoyl-dl-xylitol; bis(1,3-carbamoyl)glycerol; in vitro activity

Cited by 57 publications

References 6 publications

Rational Design of Solid Catalysts for the Selective Use of Glycerol as a Natural Organic Building Block

Rational Design of Solid Catalysts for the Selective Use of Glycerol as a Natural Organic Building Block

Copper‐Catalyzed S‐Arylation Starting from Arylboronic Acids and Tetraalkylthiuram Disulfide

Chemo-Enzymatic Synthesis of Oligoglycerol Derivatives

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