Development of Carbonylative Generation of Ketene and Its Application to the Synthesis of Useful Compounds
| Project/Area Number |
05650859
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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 |
有機工業化学
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| Research Institution | Okayama University |
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Principal Investigator |
OKUMOTO Hiroshi Okayama University, Graduate School of Natural Science and Technology, Research Associate, 大学院・自然科学研究科, 助手 (90183251)
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| Co-Investigator(Kenkyū-buntansha) |
TANAKA Hideo Okayama University, Faculty of Engineering, Associate Professor, 工学部, 助教授 (60032950)
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| Project Period (FY) |
1993 – 1994
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| Project Status |
Completed (Fiscal Year 1994)
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| Budget Amount *help |
¥2,200,000 (Direct Cost: ¥2,200,000)
Fiscal Year 1994: ¥900,000 (Direct Cost: ¥900,000)
Fiscal Year 1993: ¥1,300,000 (Direct Cost: ¥1,300,000)
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| Keywords | Carbonylation / allyl Phosphate / Palladium Catalyst / Ketene / Imine / beta-Lactam / Stereoselective Synthesis / 立体選択的反応 |
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| Research Abstract |
A new potential alkenylketene equivalent, prepared without use of a carboxylic acid or an activated derivative, has been exploited. Palladium-catalyzed carbonylation of an allyl phosphate in the presence of an imine and a tertiary amine under CO pressure (30Kgcm^<-2>) stereoselectively gave either a cis-or trans-3-alkeny1-beta-lactam in high yield. The stereochemical outcome strongly depends on the nature of the imine employed. Imines conjugated with a carbonyl such as a ketone or an ester stereoselectively produce cis-beta-lactams at room temperature, whereas imines unconjugated with a carbonyl group exclusively afford trans-beta-lactams at 70ﾟC.
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Report
(3 results)
Research Products
(12 results)
