2000 Fiscal Year Final Research Report Summary
Studies on asymmetric epoxidation of olefins catalyzed by arylseleninic acids having hypervalent coordinate bond
| Project/Area Number |
11640541
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| Research Category |
Grant-in-Aid for Scientific Research (C)
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| Allocation Type | Single-year Grants |
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| Section | 一般 |
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| Research Field |
Organic chemistry
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| Research Institution | Fukushima Medical University |
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Principal Investigator |
ONAMI Tetsuo Medical Dept.Fukushima Medical University Professor, 医学部, 教授 (70137008)
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| Co-Investigator(Kenkyū-buntansha) |
TANIGUCHI Nobukazu Medical Dept.Fukushima Medical University Assistant professor, 医学部, 講師 (00336455)
SAYAMA Shinsei Medical Dept.Fukushima Medical University Associate professor, 医学部, 助教授 (40162531)
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| Project Period (FY) |
1999 – 2000
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| Keywords | Asymmetric epoxidation / Olefin / Arylseleninic acid / Catalytic reaction / Hydrogen peroxide |
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| Research Abstract |
Substituted diphenyl diselenides such as bis[2-(-)-menthyloxycarbonylpehnyl]diselenide(1), bis[2-(R)-α-methylbenzyloxycarbonylphenyl]diselenide(2), Bis[2, 6-bis(-)-menthyloxycarbonyl-phenyl]diselenide(3), and bis{2-methyl-6-[α-((R)-2-phenylpropionyloxy)benzyl]phenyl}diselenide(4)were synthesized, and asymmetric epoxidations were tried using hydrogen perioxide and a catalytic amount of the chiral diaryl diselenides. Diary diselenides are supposed to be oxidized to corresponding arylseleninic acid during the reaction. An optical yield of up to 36% ee has been attained for the epoxidation of trisubstituted olefins.
During the course of the research rr Alkyl aryl selenides with an ortho substituent were found to be superior to the corresponding para isomers as starting materials for the preparation of terminal olefins when hydrogen peroxide was used as the oxidant.
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Research Products
(2 results)
