書誌事項
- タイトル別名
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- Organic Synthesis Utilizing the Transformation of Thioacetals into Titanium-carbene Complexes.
- チオアセタール ノ チタン カルベン サクタイ エ ノ ヘンカン オ リヨウ
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Recently we found that various titanium-carbene complexes were produced by the desulfurization of thioacetals with the low-valent titanium species Cp2Ti [P (OEO)3] 2. This article deals with their application to organic synthesis including some guiding conceptions of the study. Desulfurization of thioacetals prepared from α, β-unsaturated aldehydes or 1, 3-bis (phenylthio) propene derivatives in the presence of 1-olefins afforded alkenylcyclopropanes. The intermediates of this reaction, vinylcarbene complexes, reacted with carbonyl compounds to afford the Wittig-like olefination products in good yields. The similar carbonyl olefination using various types of thioacetals and orththioformates with carbonyl compounds including carboxylic acid derivatives also produced a variety of olefins. Furthermore the alkylidenetitanocenes formed from saturated thioacetals reacted with organic molecules having a carbon-carbon multiple bond. When they were treated with alkynes, conjugated dienes were produced with high stereoselectivity. The reaction with allyltrialkylsilanes afforded (Z) -γ-substituted allylsilanes via the formation of titanacyclobutane intermediates. We also found the first [2+1] carbenoid insertion reaction of titanium-carbene complexes with trialkylsilanes and related group 14 organometallics.
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 56 (12), 1048-1057, 1998
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
- 1390001205278423552
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- NII論文ID
- 10009344700
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- NII書誌ID
- AN0024521X
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- COI
- 1:CAS:528:DyaK1cXotVOjs74%3D
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- ISSN
- 18836526
- 00379980
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- NDL書誌ID
- 4618287
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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
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- 使用不可