Survey and Development of Highly Active Catalysts for Environmentally Benign Synthesis of Optically Active 1,2-Diols

2015 Fiscal Year Final Research Report

• Project/Area Number: 25620076
• Research Category: Grant-in-Aid for Challenging Exploratory Research
• Allocation Type: Multi-year Fund
• Research Field: Synthetic chemistry
• Research Institution: Nagoya University
• Principal Investigator: NISHIYAMA HISAO 名古屋大学, 工学(系)研究科(研究院), 教授 (40135421)
• Project Period (FY): 2013-04-01 – 2016-03-31
• Keywords: 有機合成 / 不斉合成 / 光学活性化合物 / 有機金属 / 触媒

Outline of Final Research Achievements

In organic synthesis, environmentally benign process has been pursued with no use of toxic materials and non precious metals. In this research, optically active 1,2-diols, which can be used as a starting materials for pharmaceutical and functional materials, can be synthesized by use of osmium salts. We examined asymmetric catalytic reaction with terminal alkenes and N,N,N-ligands. Using some of iron complexes and nitrogen ligands has been tried to obtain a small amount of epoxides and diol. On the other hand, the reaction through diboration followed by oxidation giving diols using chiral rhodium catalysts. Bis(oxazolnyl)phenyl-rhodium complex promoted successfully formation of diols from alkenes. In addition, 3-amino-1,2-diols were synthesized with the same Rh catalysts by using amido-, imide-, and carbamate-alkenes as substrates. Moreover, 1,2-disubstituted alkenes was tried by diboration to give the corresponding diols in good yields.

Free Research Field

Organic synthesis