Development of construction of multi-chiral center by one reaction ising meso trick
| Project/Area Number |
23350043
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| Research Category |
Grant-in-Aid for Scientific Research (B)
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| Allocation Type | Single-year Grants |
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| Section | 一般 |
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| Research Field |
Synthetic chemistry
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| Research Institution | Kobe University |
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Principal Investigator |
HAYASHI MASAHIKO 神戸大学, 理学(系)研究科(研究院), 教授 (60192704)
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| Project Period (FY) |
2011-04-01 – 2014-03-31
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| Project Status |
Completed (Fiscal Year 2013)
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| Budget Amount *help |
¥19,760,000 (Direct Cost: ¥15,200,000、Indirect Cost: ¥4,560,000)
Fiscal Year 2013: ¥2,730,000 (Direct Cost: ¥2,100,000、Indirect Cost: ¥630,000)
Fiscal Year 2012: ¥2,730,000 (Direct Cost: ¥2,100,000、Indirect Cost: ¥630,000)
Fiscal Year 2011: ¥14,300,000 (Direct Cost: ¥11,000,000、Indirect Cost: ¥3,300,000)
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| Keywords | メソ化合物 / 光学活性シッフ塩基 / 光学活性トリオール / オキシピリン類 / オゾン酸化 / シッフ塩基配位子 / オキシリピン類 / 光学活性アミノジオール / 光学活性ジアミノオール / 不斉合成 / 光学活性触媒 / 不斉アリル位酸化 / 不斉中心炭素 |
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| Research Abstract |
Treatment of 4,5-epoxycyclohex-1-ene with ter-butylperbenzoic acid in the presence of Cu (I)-chiral N,N-bidente complex gave the (3S,4S,5S)-3-benzoyloxy-4-epoxycyclohexa-1-en in 54% chemical yield and 84% ee. The ee of this compound could be increased up to 100% ee by recrystalization after derivatization to the corresponding p-nitrobenzoyl derivative.
ring opening of the product epoxide with H2O followed by ozonolysis afforded the acyclic chiral triol. this method is useful for the synthesis of natural product such as oxylipines.
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Report
(4 results)
Research Products
(54 results)
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[Journal Article] Synthesis2012
Author(s)
J. T. Zacharia
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Journal Title
Simple Preparation of β-Amino Alcohols Possessing tert-Butyl Group at the Carbon Attached with Hydroxy Group
Volume: 44
Pages: 1625-1629
Related Report
Peer Reviewed
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[Presentation] 触媒的不斉アリル位酸化反応2013
Author(s)
菅智幸, 石井昌美, 岩永和也, 譚啓濤, 林昌彦
Organizer
第33回有機合成若手セミナー
Place of Presentation
神戸(神戸大学)
Year and Date
2013-08-02
Related Report
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