1987 Fiscal Year Final Research Report Summary
Synthetic Study of Antitumo Compound Sesbanimide
| Project/Area Number |
61570994
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| Research Category |
Grant-in-Aid for General Scientific Research (C)
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| Allocation Type | Single-year Grants |
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| Research Field |
Chemical pharmacy
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| Research Institution | The University of Tokyo, Faculty of Pharmaceutical Sciences |
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Principal Investigator |
TOMIOKA Kiyoshi Faculty of Pharmaceutical Sciences, the University of Tokyo, 薬学部, 助教授 (50114575)
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| Project Period (FY) |
1986 – 1987
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| Keywords | Sesbanimide A / Antitumo compound / Conjugate addition / Diels-Alder reaction / 不斉合成 |
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| Research Abstract |
Synthesis of sesbanimide A of natural configuration and development of new reactions are the purposes of this project.
We succeeded in the total synthesis of sesbanimide A of natural configuration starting from D-glucose. The selective 1,4-addition reaction of trimethylsilylacetonitrile with <alpha>,<beta>-unsaturated carbonyl compounds was developed and was successfully applied in the synthesis of the title compound.
Furthermore, new chiral auxiliary was developed and was found to be applicable in the asymmetric conjugate addition reaction and also in the asymmetric Diels-Alder reaction.
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