2016 Fiscal Year Final Research Report
ultimate asymmetric synthesis of medicinal compounds by borrowing hydrogen reaction
| Project/Area Number |
26410047
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| Research Category |
Grant-in-Aid for Scientific Research (C)
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| Allocation Type | Multi-year Fund |
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| Section | 一般 |
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| Research Field |
Organic chemistry
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| Research Institution | Osaka University |
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Principal Investigator |
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| Co-Investigator(Renkei-kenkyūsha) |
SASAI Hiroaki 大阪大学, 産業科学研究所, 教授 (90205831)
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| Project Period (FY) |
2014-04-01 – 2017-03-31
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| Keywords | イリジウム / 水素借用反応 / catalponol |
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| Outline of Final Research Achievements |
Tandem asymmetric hydrogen transfer oxidation/aldol condensation under relay catalysis of a chiral iridium complex/achiral Brønsted base binary system is described for the synthesis of α-benzylidene-γ-hydroxytetralones with high ee’s. A two-step synthesis of catalponol was achieved using this sequential methodology together with regio- and stereoselective hydroboration.
Ir-catalyzed asymmetric Tishchenko type reaction has been investigated. The reaction involves a reduction step of dialdehyde,.the intramolecular cyclization and the final oxidation to form lactone. The reaction of meso-dialdehude took place selectively to give the desired lactone with 78% yield and 91% ee . This is the first example of asymmetric Tishchenko type reaction
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| Free Research Field |
有機化学
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