Mita Tsuyoshi, Sato Yoshihiro
Faculty of Pharmaceutical Sciences, Hokkaido University, Kita 12-jo Nishi 6-chome, Sapporo, 060-0812, Japan.
Chem Asian J. 2019 Jun 14;14(12):2038-2047. doi: 10.1002/asia.201900379. Epub 2019 May 24.
The incorporation of CO into organic compounds is currently one of the most active research topics in organic chemistry, because CO is an abundant, inexpensive, nontoxic, and renewable C1 source. However, CO is also a thermodynamically stable and kinetically inert gaseous compound, and as such, special strategies are required to activate CO and incorporate it into organic compounds. In particular, because the carbon atom adjacent to the nitrogen atom of amine derivatives is positively charged, umpolung carboxylation, which is a difficult chemical process, should be considered for the production of α-amino acids by using CO . In this Minireview, we summarize recent synthetic methods for α-amino acids that use CO as a carboxylic acid unit.
将CO引入有机化合物中是当前有机化学中最活跃的研究课题之一，因为CO是一种丰富、廉价、无毒且可再生的C1源。然而，CO也是一种热力学稳定且动力学惰性的气态化合物，因此，需要特殊的策略来活化CO并将其引入有机化合物中。特别是，由于胺衍生物氮原子相邻的碳原子带正电荷，在利用CO生产α-氨基酸时，应考虑极性反转羧基化，这是一个困难的化学过程。在本综述中，我们总结了以CO作为羧酸单元合成α-氨基酸的最新方法。
