2009 Fiscal Year Final Research Report
Synthetic Study of Azaspiracid
| Project/Area Number |
20710160
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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 |
Living organism molecular science
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| Research Institution | Hokkaido University |
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Principal Investigator |
YOSHIMURA Fumihiko Hokkaido University, 大学院・理学研究院, 助教 (70374189)
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| Project Period (FY) |
2008 – 2009
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| Keywords | アザスピラシド / スピロ化合物 / アルコキシスタナン / 立体選択的反応 / 海産毒 |
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| Research Abstract |
During the synthetic studies toward the total synthesis of Azaspiracid, a marine toxin possessing unique molecular structure with stereochemical complexity, the following key synthetic methods were established. (1) A practical synthetic method for optically active α-hydroxystannane derivatives has been developed by kinetic resolution of secondary α-hydroxystannanes via asymmetric acylation reaction by using the Oriyama's chiral diamine catalyst followed by acetalization of the unreacted alcohol as a MOM-ether in one-pot. (2) A novel and efficient synthetic method for the construction of the bicyclic FG-ring moiety has been developed by using Fe(TPP)OTf-catalyzed sequential isomerization-acetalyzation reaction.
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