2011 Fiscal Year Final Research Report
Asymmetric Total Synthesis of Indole Alkaloids via 1,3-DipolarCycloaddition of a Carbonyl Ylide
| Project/Area Number |
22790001
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| Research Category |
Grant-in-Aid for Young Scientists (B)
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| Allocation Type | Single-year Grants |
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| Research Field |
Chemical pharmacy
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| Research Institution | University of Toyama (2011)
Hokkaido University (2010) |
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Principal Investigator |
NAMBU Hisanori 富山大学, 大学院・医学薬学研究部(薬学), 准教授 (80399956)
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| Project Period (FY) |
2010 – 2011
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| Keywords | インドールアルカロイド / 不斉合成 / 付加環化反応 / カルボニルイリド / インドール / ロジウム(II)錯体 / 触媒反応 / タンデム反応 |
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| Research Abstract |
（1) Asymmetric intramolecular cycloaddition of carbonyl ylides derived from indolyl-substituted α-diazo-β-ketoesters under the influence of Rh2（S-TCPTTL)4 provided cycloadducts in up to 90% ee and with perfect endo diastereoselectivity.（2) Asymmetric intermolecular cycloaddition of carbonyl ylides derived from trichloroethyl esterpossessingα-diazo-β-ketoesters with N-methylindole using Rh2（S-TCPTTL)4 gave a 96:4 mixture of exo- and endo-cycloadducts in 96% yield with 97% ee for exo adduct.
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