Asymmetric Reactions Catalyzed by Metal Complexes with two Chiral Ligands
Project/Area Number |
21350048
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Research Category |
Grant-in-Aid for Scientific Research (B)
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Allocation Type | Single-year Grants |
Section | 一般 |
Research Field |
Synthetic chemistry
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Research Institution | Hokkaido University |
Principal Investigator |
OHKUMA Takeshi 北海道大学, 大学院・工学研究院, 教授 (50201968)
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Project Period (FY) |
2009 – 2011
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Project Status |
Completed (Fiscal Year 2011)
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Budget Amount *help |
¥18,980,000 (Direct Cost: ¥14,600,000、Indirect Cost: ¥4,380,000)
Fiscal Year 2011: ¥5,850,000 (Direct Cost: ¥4,500,000、Indirect Cost: ¥1,350,000)
Fiscal Year 2010: ¥5,850,000 (Direct Cost: ¥4,500,000、Indirect Cost: ¥1,350,000)
Fiscal Year 2009: ¥7,280,000 (Direct Cost: ¥5,600,000、Indirect Cost: ¥1,680,000)
|
Keywords | 触媒的不斉合成 / 不斉シアノシリル化反応 / 不斉水素化反応 / 金属錯体触媒 / アルデヒド / シアノヒドリン / ケトン / アルコール / 不斉ヒドリド転位反応 |
Research Abstract |
Chiral Ru(II) and Ir(III) complexes developped by our research groupi efficiently catalyzed 1) asymmetric cyanosilylation of aldehydes and ketones, 2) asymmetric hydrogenation of ketones, and 3) asymmetric 1,3-hydride migration of allylic alcohols : 1) Enantioselectivity as high as 99% in the reaction with a substrate-to-catalyst molar ratio (S/C) of 10,000 was achieved. 2) A series of chiral alcohols which is hardly prepared by the other methods was readily synthesized in high enantioselectivity. One of these ractions has been commercialized in the synthetic process of a chiral medicine. 3) The highest enantioselectivity of 98% in the reaction with an S/C of 1000 was achieved
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Report
(4 results)
Research Products
(82 results)
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[Journal Article]2011
Author(s)
Kazuhiko Matsumura, Noriyoshi Arai, Kiyoto Hori, Takao Saito, Noboru Sayo, Takeshi Ohkuma
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Journal Title
Journal of the American Chemical Society
Volume: Vol.133
Issue: 28
Pages: 10696-10699
DOI
Related Report
Peer Reviewed
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[Journal Article]2010
Author(s)
Noriyoshi Arai, Masaya Akashi, Satoshi Sugizaki, Hirohito Ooka Tsutomu Inoue, Takeshi Ohkuma
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Journal Title
Organic Letters
Volume: Vol.12
Pages: 3380-3383
Related Report
Peer Reviewed
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[Presentation] 不飽和化合物の不斉還元2009
Author(s)
大熊毅
Organizer
平成21年度前期(春季)有機合成化学講習会
Place of Presentation
東京、日本薬学会長井記念館長井記念ホール
Year and Date
2009-06-18
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