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Development of Novel Cyclizations <i>via</i> Rhodacycle Intermediate and Its Application to Synthetic Organic Chemistry
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- Oonishi Yoshihiro
- Faculty of Pharmaceutical Sciences, Hokkaido University
Bibliographic Information
- Other Title
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- Development of Novel Cyclizations via Rhodacycle Intermediate and Its Application to Synthetic Organic Chemistry
- ChemInform Abstract: Development of Novel Cyclizations via Rhodacycle Intermediate and Its Application to Synthetic Organic Chemistry
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Description
Novel Rh(I)-catalyzed cyclizations through a different type of rhodacycle intermediate which is formed by hydroacylation of 4,6-dienal or oxidative addition of diene and alkene are described. Hydroacylation of 4,6-dienal afforded various 7-membered rings in good to high yields, while cycloisomerization of diene and alkene provided 5- or 6-membered rings in good yields. On the basis of these studies, we have also succeeded in developing the sequential reaction of hydroacylation followed by cycloisomerization to produce bicyclic compounds in a stereoselective manner and thus this reaction was expanded to the synthesis of epiglobulol. Furthermore, both Rh(I)-catalyzed hydroacylation and cycloisomerization using ionic liquid (IL) as a solvent were investigated and it was found that the IL recovered after the reaction, which contains the Rh(I) catalyst, could be recycled several times without loss of catalytic activity.
Journal
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- Chemical and Pharmaceutical Bulletin
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Chemical and Pharmaceutical Bulletin 63 (6), 397-407, 2015
The Pharmaceutical Society of Japan
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Details 詳細情報について
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- CRID
- 1390282679155539712
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- NII Article ID
- 130005072097
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- NII Book ID
- AA00602100
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- ISSN
- 13475223
- 15222667
- 00092363
- 09317597
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- NDL BIB ID
- 026408257
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- PubMed
- 26027463
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- Text Lang
- en
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- Article Type
- journal article
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- Data Source
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- JaLC
- NDL Search
- Crossref
- PubMed
- CiNii Articles
- OpenAIRE
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- Abstract License Flag
- Disallowed