Intramolecular Cyclization of 4-(3-(Trimethylsilyl)prop-1-en-1-yl)-cyclohexanecarbaldehyde with Loss of Formyl Carbon.
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- Kuroda Chiaki
- Department of Chemistry, Rikkyo University
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- Murase Atsushi
- Department of Chemistry, Rikkyo University
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- Suzuki Hideyuki
- Department of Chemistry, Rikkyo University
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- Endo Toru
- Department of Chemistry, Rikkyo University
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- Anzai Shuzo
- Department of Chemistry, Rikkyo University
書誌事項
- タイトル別名
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- Intramolecular Cyclization of 4 3 Trime
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抄録
Treatment of cis- and trans-4-[3-(trimethylsilyl)prop-1-en-1-yl]cyclohexanecarbaldehyde (2a and 2b) with tetrabutylammonium fluoride in dilute tetrahydrofuran afforded 7-vinylbicyclo[2.2.1]heptan-1-ol (3), the same product obtained from 4-[3-(trimethylsilyl)prop-1-en-1-yl]cyclohexanone (1). It was found that oxidative deformylation of 2a, b to 1 takes place under basic conditions before the cyclization to 3. It was also shown that cyclization of allylsilane with carbonyl does not proceed via an eclipsed conformation.
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 71 (7), 1639-1647, 1998
公益社団法人 日本化学会
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詳細情報 詳細情報について
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- CRID
- 1390001204120279808
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- NII論文ID
- 130004150125
- 10008934336
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- NII書誌ID
- AA00580132
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- ISSN
- 13480634
- 00092673
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- NDL書誌ID
- 4525719
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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
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