stereospecific cross-coupling reaction oriented toward efficient synthesis of non-naturally occurring amino acids
| Project/Area Number |
25810061
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| Research Category |
Grant-in-Aid for Young Scientists (B)
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| Allocation Type | Multi-year Fund |
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| Research Field |
Synthetic chemistry
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| Research Institution | Osaka University |
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Principal Investigator |
TAKEDA Youhei 大阪大学, 工学(系)研究科(研究院), 助教 (60608785)
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| Project Period (FY) |
2013-04-01 – 2015-03-31
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| Project Status |
Completed (Fiscal Year 2014)
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| Budget Amount *help |
¥4,290,000 (Direct Cost: ¥3,300,000、Indirect Cost: ¥990,000)
Fiscal Year 2014: ¥1,690,000 (Direct Cost: ¥1,300,000、Indirect Cost: ¥390,000)
Fiscal Year 2013: ¥2,600,000 (Direct Cost: ¥2,000,000、Indirect Cost: ¥600,000)
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| Keywords | アジリジン / クロスカップリング / アミノ酸 / パラジウム / ボリル化 / 位置選択的反応 / 立体特異的反応 / ボロン酸 / 不斉合成 / フェネチルアミン / N-ヘテロサイクリックカルベン |
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| Outline of Final Research Achievements |
A regioselective and enantiospecific cross-coupling reaction of N-tosyl-2-arylaziridines with arylboronic acids to give enantiopure 2-aryl-beta-phenethylamine derivatives in high yields has been realized under the effect of a catalytic amount of Pd complex bearing a NHC ligand. Under the similar reaction conditions, 2-carboxy ester-substituted aziridines underwent a regioselective cross-coupling to give non-naturally occurring beta-amino acid derivatives in moderate yields. Furthermore, a Pd-catalyzed regioselective ring-opening borylation of 2-arylaziridines has been found.
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Report
(3 results)
Research Products
(13 results)
