2011 Fiscal Year Final Research Report
Novel stereoselective synthesis of the spiroketal structure using Pd(II) catalyst and application to the synthesis of natural products
| Project/Area Number |
21550101
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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 |
Synthetic chemistry
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| Research Institution | University of Toyama |
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Principal Investigator |
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| Project Period (FY) |
2009 – 2011
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| Keywords | 選択的合成 / パラジウム / スピロケタール / 連続環化 / 糖 / ポリプロピオネート |
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| Research Abstract |
We have developed highly stereoselective intamolecular cyclization of dihydroxyketone using palladium(II) catalyst via hemiacetal, in which cyclization occurs without activation of the allylic alcohol to afford spiroketal structures. We have also synthesized some monosaccharide such as D-ribose and deoxy-D-ribose used by this cascade cyclization. And we succeed in the stereoselective synthesis of spiroketal structures of spirofungin A and bistramide A.
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[Journal Article]2010
Author(s)
Masahiro Miyazawa, Ken-ichiro Awasaguchi, Ikuyo Uoya, Hajime Yokoyama, and Yoshiro Hirai
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Journal Title
Heterocycles
Volume: 81
Pages: 1891-1902
Peer Reviewed
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