Regio- and Stereoselectivity of the Intramolecular C–H Insertion by Cyclopropylidenes Bearing a Remote Oxido Substituent
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- Toshiro Harada
- Department of Chemistry, Kyoto Institute of Technology
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- Yasunari Yamaura
- Department of Chemistry, Kyoto Institute of Technology
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- Akira Oku
- Department of Chemistry, Kyoto Institute of Technology
書誌事項
- 公開日
- 1987-05-01
- 権利情報
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- https://academic.oup.com/pages/standard-publication-reuse-rights
- DOI
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- 10.1246/bcsj.60.1715
- 公開者
- Oxford University Press (OUP)
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説明
<jats:title>Abstract</jats:title> <jats:p>(ω-Oxidoalkyl)cyclopropylidenes generated from (2,2-dibromo-1-methylcyclopropyl)-CH2–X–(CH2)n–OH (X=CH2 or O, n=1, 2) by the reaction with methyllithium underwent a regioselective intramolecular insertion into the C–H bond at the δ position to the carbenic carbon. The activation effect of the oxido substituent on the reactivity of C–H bonds is discussed on the basis of (1) the ratio of the insertion products to the rearrangement product allenyl alcohol, and (2) the endo stereoselectivity of the present insertion reactions.</jats:p>
収録刊行物
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- Bulletin of the Chemical Society of Japan
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Bulletin of the Chemical Society of Japan 60 (5), 1715-1719, 1987-05-01
Oxford University Press (OUP)
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詳細情報 詳細情報について
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- CRID
- 1360846644032888960
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- NII論文ID
- 130001981986
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- ISSN
- 13480634
- 00092673
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