Synthesis of Chiral Amino Acids by Using CO2 as a C1 Source
| Project/Area Number |
26293001
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| Research Category |
Grant-in-Aid for Scientific Research (B)
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| Allocation Type | Partial Multi-year Fund |
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| Section | 一般 |
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| Research Field |
Chemical pharmacy
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| Research Institution | Hokkaido University |
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Principal Investigator |
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| Research Collaborator |
SAITO Nozomi
OONISHI Yoshihiro
MITA Tsuyoshi
DOI Ryohei
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| Project Period (FY) |
2014-04-01 – 2018-03-31
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| Project Status |
Completed (Fiscal Year 2017)
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| Budget Amount *help |
¥16,510,000 (Direct Cost: ¥12,700,000、Indirect Cost: ¥3,810,000)
Fiscal Year 2017: ¥3,640,000 (Direct Cost: ¥2,800,000、Indirect Cost: ¥840,000)
Fiscal Year 2016: ¥3,640,000 (Direct Cost: ¥2,800,000、Indirect Cost: ¥840,000)
Fiscal Year 2015: ¥3,640,000 (Direct Cost: ¥2,800,000、Indirect Cost: ¥840,000)
Fiscal Year 2014: ¥5,590,000 (Direct Cost: ¥4,300,000、Indirect Cost: ¥1,290,000)
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| Keywords | カルボキシル化反応 / αーアミノ酸 / βーアミノ酸 / 不斉合成 / ニッケル / コバルト / 二酸化炭素 / カルボン酸 / カルボキシル化 / パラジウム / ロジウム / 二酸化炭素固定 / アミノ酸 / 触媒的不斉合成 / 環境調和 / 炭素固定 / 環境調和型反応 / α－アミノ酸 / β－アミノ酸 |
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| Outline of Final Research Achievements |
Carbon dioxide (CO2) is attractive to synthetic organic chemists as an abundant, cheap, and non-toxic carbon source. Although CO2 is very stable chemical substances, it has mainly two reactivities; one is electrophilicity of the center carbon of CO2, and the other is that C=O double bond can be activated by transition metal complexes. With respect to the former reactivity, we developed the synthesis of chiral a-amino acids through Cu-catalyzed asymmetric addition of silyl anion to N-sulfonyl imine followed by the reaction of the resultant chiral a-silyl N-sulfoneamide with CO2 in a stereoretentive manner. With respect to the latter reactivity, we developed the synthesis of a chiral b-amino acids or b-aryloxy carboxylic acids through a combination of nickel-catalyzed carboxylation of ynamides or aryl ynol ethers and rhodium-catalyzed asymmetric hydrogenation of the resultant carboxylated product.
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Report
(5 results)
Research Products
(46 results)
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[Journal Article] Self-Assembled Multilayer-Stabilized Nickel Nanoparticle Catalyst for Ligand-Free Cross-Coupling Reactions: in situ Metal Nanoparticle and Nanospace Simultaneous Organization2016
Author(s)
Naoyuki Hoshiya, Katsumasa Fujiki, Takahisa Taniguchi, Tetsuo Honma, Yusuke Tamenori, Mincen Xiao, Nozomi Saito, Mami Yokoyama, Akira Ishii, Hiromichi Fujioka, Satoshi Shuto, Yoshihiro Sato, Mitsuhiro Arisawa
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Journal Title
Adv. Synth. Catal.
Volume: 358
Pages: 2449-2459
Related Report
Peer Reviewed / Acknowledgement Compliant
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