| Project/Area Number |
60850154
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| Research Category |
Grant-in-Aid for Developmental Scientific Research
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| Allocation Type | Single-year Grants |
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| Research Field |
有機工業化学
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| Research Institution | Nagoya University |
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Principal Investigator |
YAMAMOTO Hisashi Faculty of Engineering, Nagoya University, 工学部, 教授 (10135311)
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| Co-Investigator(Kenkyū-buntansha) |
池田 展雄 名古屋大学, 工学部, 教務職員 (20109268)
FURUTA Kyoji Faculty of Engineering, Nagoya University, 工学部, 助手 (40173538)
MARUOKA Keiji Faculty of Engineering, Nagoya University, 工学部, 講師 (20135304)
IKEDA Nobuo Faculty of Engineering, Nagoya University
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| Project Period (FY) |
1985 – 1986
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| Project Status |
Completed (Fiscal Year 1988)
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| Budget Amount *help |
¥7,600,000 (Direct Cost: ¥7,600,000)
Fiscal Year 1986: ¥1,600,000 (Direct Cost: ¥1,600,000)
Fiscal Year 1985: ¥6,000,000 (Direct Cost: ¥6,000,000)
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| Keywords | Prostaglandin / Dianion / Asymmetric Diels-Alder / Allenyl Anion / 不斉シクロプロパン化 / 不斉Diels-Alder / 不斉合成 |
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| Research Abstract |
New practical and efficient synthesis of prostaglandin is highly important both from biological as well as synthetic point of view. The new methods described herein constitute the following new process.
(1) A new process for the construction of five-membered ring system starting from the dianion derived succinate esters. (2) Discovery of cooperative blocking effect and utilization of this effect for the asymmetric Diels-Alder reaction produced the six-membered ring system of high optical purities. (3) some of the adducts was transformed to the prostaglandin derivative which is found to be biologically highly active. (4) Allenylboronic ester with tartaric ester ligands was shown to be quite useful for the construction of the side chain of prostaglandin derivatives. (5) a new process of asymmetric cyclopropanation reaction successfully applied for the preparation of prostaglandin analogs.
These synthetic methods are not only useful for the prostaglandin derivatives but also could be applied broadly in a wide variety of biologically active substances.
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