Faculty of Chemistry, Jagiellonian University, Ingardena 3, 30-060 Krakow, Poland.
Chem Soc Rev. 2012 Jan 21;41(2):587-96. doi: 10.1039/c1cs15144d. Epub 2011 Jul 28.
The key role of carbohydrates in biological processes and their visible existence in our everyday life have stimulated the interest of leading research groups on the smart and simple synthesis of common and rare sugar molecules. Now, more than 120 years after Fischer's first synthesis of (D)-glucose (1890), we are witnessing important development in this field of total synthesis. Using modern methods of direct activation of carbonyl compounds chemists can prepare sugars in an elegant and efficient way similar to that of Nature. This tutorial review presents recent impressive progress in the area of de novo synthesis of carbohydrates by using organocatalytic direct aldol reaction as a key step.
碳水化合物在生物过程中的关键作用及其在日常生活中的可见存在,激发了领先的研究团队对常见和稀有糖分子的智能和简单合成的兴趣。现在,在 Fischer 首次合成(D)-葡萄糖(1890 年)120 多年后,我们见证了这个全合成领域的重要发展。使用羰基化合物的现代直接活化方法,化学家可以以类似于自然界的方式优雅高效地制备糖。本综述介绍了利用有机催化直接醛醇缩合反应作为关键步骤,通过从头合成碳水化合物方面的最新令人印象深刻的进展。