Synthesis and Applications of Carbohydrate-Based Organocatalysts

Molecules

Franz Steppeler¹  Elżbieta Wojaczyńska¹  Dominika Iwan¹  Marie-Christine Scherrmann²  Alberto Marra³ 

[1] Faculty of Chemistry, Wrocław University of Science and Technology, Wybrzeże Wyspiańskiego 27, 50 370 Wrocław, Poland;Institut de Chimie Moléculaire et des Matériaux d’Orsay (ICMMO), Université Paris-Saclay, Bâtiment 420, 91405 Orsay, France;Institut des Biomolécules Max Mousseron (IBMM-UMR 5247), Université de Montpellier, Pôle Chimie Balard Recherche, 1919 Route de Mende, 34293 Montpellier, France;

关键词: proline;    cinchona alkaloids;    thioureas;    chitosan;    phase-transfer catalysis;    aldol reaction;   

DOI  :  10.3390/molecules26237291

来源: DOAJ

【 摘 要 】

Organocatalysis is a very useful tool for the asymmetric synthesis of biologically or pharmacologically active compounds because it avoids the use of noxious metals, which are difficult to eliminate from the target products. Moreover, in many cases, the organocatalysed reactions can be performed in benign solvents and do not require anhydrous conditions. It is well-known that most of the above-mentioned reactions are promoted by a simple aminoacid, l-proline, or, to a lesser extent, by the more complex cinchona alkaloids. However, during the past three decades, other enantiopure natural compounds, the carbohydrates, have been employed as organocatalysts. In the present exhaustive review, the detailed preparation of all the sugar-based organocatalysts as well as their catalytic properties are described.

【 授权许可】

Unknown