Selective Mono-reduction of Pyrrole-2,5 and 2,4-Dicarboxylates
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- Yasui Eiko
- Department of Applied Chemistry, Kogakuin University Department of Chemistry and Life Science, Kogakuin University
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- Tsuda Jyunpei
- Department of Applied Chemistry, Kogakuin University
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- Ohnuki Satoshi
- Department of Applied Chemistry, Kogakuin University
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- Nagumo Shinji
- Department of Applied Chemistry, Kogakuin University Department of Chemistry and Life Science, Kogakuin University
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<p>Pyrrole-2,5-dicarboxylates were rapidly and selectively reduced to the corresponding mono-alcohol using 3 eq of diisobutylaluminum hydride at 0°C. Pyrrole-2,4-dicarboxylate showed the same reactivity; however, the selectivity decreased with pyrrole-3,4-dicarboxylate. When the nitrogen atom of the pyrrole-2,5-dicarboxylate is protected with a benzyl group, selective mono-reduction does not occur. Considering that furan-2,5-dicarboxylates did not give the corresponding mono-alcohol under the same conditions, the unprotected nitrogen atom of pyrrole apparently plays an important role in this selective mono-reduction.</p>
収録刊行物
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- CHEMICAL & PHARMACEUTICAL BULLETIN
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CHEMICAL & PHARMACEUTICAL BULLETIN 64 (9), 1262-1267, 2016
公益社団法人 日本薬学会
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詳細情報 詳細情報について
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- CRID
- 1390282679153183360
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- NII論文ID
- 130005261571
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- NII書誌ID
- AA00602100
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- ISSN
- 13475223
- 00092363
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- NDL書誌ID
- 027565159
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- PubMed
- 27581630
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- 本文言語コード
- en
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- データソース種別
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- JaLC
- NDL
- Crossref
- PubMed
- CiNii Articles
- KAKEN
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- 抄録ライセンスフラグ
- 使用不可