Simple Synthesis of trans-α,β-Dibenzyl-γ-butyrolactone Lignans by Diastereoselective Reduction of α-Benzylidene-β-benzyl-γ-butyrolactones Using NaBH4-NiCl2
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- Moritani Yasunori
- Lead Optimization Research Laboratory, Tanabe Seiyaku Co., Ltd.
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- Fukushima Chiaki
- Tanabe Seiyaku Co., Ltd.
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- Miyagishima Toshikazu
- Tanabe Seiyaku Co., Ltd.
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- Ohmizu Hiroshi
- Lead Optimization Research Laboratory, Tanabe Seiyaku Co., Ltd.
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- Iwasaki Tameo
- R&D Planning Division, Tanabe Seiyaku Co., Ltd.
書誌事項
- タイトル別名
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- Simple Synthesis of <i>trans</i>-<i>α</i>,<i>β</i>-Dibenzyl-<i>γ</i>-butyrolactone Lignans by Diastereoselective Reduction of <i>α</i>-Benzylidene-<i>β</i>-benzyl-<i>γ</i>-butyrolactones Using NaBH<sub>4</sub>–NiCl<sub>2</sub>
- Simple Synthesis of trans アルファ ベータ Dibe
- Simple Synthesis of <i>trans</i>-<i>α</i>,<i>β</i>-Dibenzyl-<i>γ</i>-butyrolactone Lignans by Diastereoselective Reduction of <i>α</i>-Benzylidene-<i>β</i>-benzyl-<i>γ</i>-butyrolactones Using NaBH4–NiCl2
- 公開日
- 1996
- DOI
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- 10.1246/bcsj.69.2281
- 公開者
- 公益社団法人 日本化学会
この論文をさがす
説明
trans-α,β-Dibenzyl-γ-butyrolactone lignans were synthesized by stereoselective reduction of α-benzylidene-β-benzyl-γ-butyrolactones using NaBH4–NiCl2. The reduction is found to proceed via conjugate addition of a hydride to an α-benzylidene-β-benzyl-γ-butyrolactone and the stereoselective protonation of the resulting metal enolate. The stereoselectivity would be brought about by the conformational rigidity of the phenyl moiety of the α-benzyl group induced by 1,3-allylic strain.
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 69 (8), 2281-2286, 1996
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
- 1390282679098452736
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- NII論文ID
- 130004057977
- 10008907306
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- NII書誌ID
- AA00580132
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- ISSN
- 13480634
- 00092673
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- NDL書誌ID
- 4060549
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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サーチ
- Crossref
- CiNii Articles
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- 抄録ライセンスフラグ
- 使用不可
