HAMARI’S CONTRIBUTION TO THE ASYMMETRIC SYNTHESIS OF TAILOR-MADE AMINO ACIDS(Review)

• Дата: 2024
• Автори та афіліації: Jianlin Han — Jiangsu Co-Innovation Center of Efficient Processing and Utilization of Forest Resources, College of Chemical Engineering, Nanjing Forestry University, Nanjing 210037, China; Hong Liu — State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, China; Jiang Wang — State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, China; Alicja Wzorek — Institute of Chemistry, Jan Kochanowski University in Kielce, Uniwersytecka 7, 25-406 Kielce, Poland; Alexander Sorochinsky — Department of Fine Organic Synthesis, V.P. Kukhar Institute of Bioorganic Chemistry and Petrochemistry, The National Academy of Sciences of Ukraine, 1 Murmanska str., Kyiv 02094, Ukraine; Karel Klika — Molecular Structure Analysis, German Cancer Research Center (DKFZ), ImNeuenheimer Feld 280, 69120 Heidelberg, Germany; Taizo Ono — National Institute of Advanced Industrial Science and Technology, 463-8560, Nagoya, Japan; Hiroki Moriwaki — Hamari Chemical Ltd., Osaka, Japan; Tatsunori Sato — Hamari Chemical Ltd., Osaka, Japan; Izawa Kunisuke — Hamari Chemical Ltd., Osaka, Japan; Hiroyuki Konno — Department of Chemistry and Biological Engineering, Graduate School of Science and Engineering, Yamagata University, 992-8510 Yonezawa, Yamagata, Japan; Vadim Soloshonok — University of Basque Country
• Ключові слова: keywords
• Автори: Han, Jianlin, Liu, Hong, Wang, Jiang, Wzorek, Alicja, Sorochinsky, Alexander, Klika, Karel, Ono, Taizo, Moriwaki, Hiroki, Sato, Tatsunori, Kunisuke , Izawa, Konno, Hiroyuki, Soloshonok, Vadim
• Формат: Стаття
• Мова: Англійська
• Опубліковано: V.I.Vernadsky Institute of General and Inorganic Chemistry 2024
• Онлайн доступ: https://ucj.org.ua/index.php/journal/article/view/693
• Назва журналу: Ukrainian Chemistry Journal

This article reviews the development of the asymmetric synthesis of tailor-made amino acids conducted at Hamari Chemicals during the 10-year period 2013–2022.The discussion is based on strategies such as direct chiral modification of unprotected amino acids via intermediate formation of Ni(II) complexes and elaboration of chiral nucleophilic or electrophilic glycine equivalents. The former approach includes, for example, second-order asymmetric transformation, dynamic kinetic resolution, and inversion of chirality while the latter approach involves construction of the desired amino acid architecture using, for example, alkylation, aldol, Mannich, or Michael addition reactions as well as multistep procedures. Operational convenience, scalability, and practicality of the developed methods are emphasized.