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- 佐藤 毅
- 東京理科大学理学部
書誌事項
- タイトル別名
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- A New Method for Generation of Magnesium Carbenoids and Magnesium Carbanions, and its Application to Organic Synthesis.
- マグネシウム カルベノイド ナラビニ マグネシウム カルバニオン ノ シン セイセイホウ ト ユウキ ゴウセイ エ ノ テンカイ
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On treatment of alkyl aryl sulfoxides with alkylmetals (alkyllithium or Grignard reagent) sulfuralkyl or sulfur-aryl bond-cleavage takes place to give new alkylmetals or arylmetals. This reaction is called sulfoxide-metal exchange reaction. In this paper, the author mainly reviews the new methods for the generation of magnesium carbenoids and alkylmagnesiums having a heteroatom on their a-position by the sulfoxide-magnesium exchange reaction.<BR>When the alkyl aryl sulfoxides have a heteroatom (such as Cl, O, N) on the α-position in the alkyl group, the reaction with alkylmetals results in the sulfur-alkyl bond cleavage to give a carbenoids and/or α-heteroatom-substituted carbanions at low temperature in high yields. Especially, magnesium carbenoids are quite interesting compounds and some novel synthetic reactions have been developed via the carbenoids. The sulfoxide-magnesium exchange reaction of sulfinylaziridines gave the stable aziridinylmagnesiums, from which a new synthesis of both enantiomers of the optically active amines having a quaternary chiral center was realized. A new synthesis of olefins and allenes, including optically active form, from sulfoxides and alkenyl sulfoxides, and carbonyl compounds by the sulfoxide-magnesium exchange reaction is also reviewed.
収録刊行物
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- 有機合成化学協会誌
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有機合成化学協会誌 61 (2), 98-110, 2003
公益社団法人 有機合成化学協会
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詳細情報 詳細情報について
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- CRID
- 1390001205276440576
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- NII論文ID
- 10011904494
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- NII書誌ID
- AN0024521X
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- COI
- 1:CAS:528:DC%2BD3sXht1Oisb8%3D
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- ISSN
- 18836526
- 00379980
- http://id.crossref.org/issn/00379980
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- NDL書誌ID
- 6459221
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- 本文言語コード
- ja
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- データソース種別
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- JaLC
- NDL
- Crossref
- CiNii Articles
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- 抄録ライセンスフラグ
- 使用不可