書誌事項
- タイトル別名
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- Carbon-carbon Bond Formations using Acylzirconocene Chloride Complexes as a Donor of Nucleophilic Acyl Group
- アシルジルコノセン サクタイ オ キュウカクテキ アシルキ キョウヨタイ ト スル タンソ タンソ ケツゴウ ケイセイ ハンノウ
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Lewis acid-mediated reactions of acylzirconocene chlorides with aldehydes afforded α-ketols through the nucleophilic addition of an acyl anion. In reactions of acylzirconocene chlorides with α, β-enones, complete regioselectivity (1, 2- or 1, 4-addition) was attained by choosing a suitable catalytic system, that is, Pd (OAc)2-BF3- OEt2 for the 1, 4-addition, and Pd (OAc) 2-2 PPh3 or PdCl2 (PPh3) 2 for the 1, 2-addition. In the 1, 2-selective reaction, the moderately enantioselective 1, 2-addition of acyl anion to α, β-enones was achieved by the use of Pd (OAc)2-2 MOP catalyst. The Pd-catalyzed chemistry of the acylzirconocene chlorides also enabled us to bring about the formations of bicyclo [3.3.0] compounds through the reactions with ω-unsaturated α, β-enones. a-Amino ketones were formed by Yb (OTf)3- or, more interestingly, Bronsted acid-catalyzed reactions with imines. More efficient formations of the α-amino ketones have been carried out through three-component synthesis.
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 62 (4), 314-323, 2004
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
- 1390282680288957184
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- NII論文ID
- 10012854715
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- NII書誌ID
- AN0024521X
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- COI
- 1:CAS:528:DC%2BD2cXjtFOltbc%3D
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- ISSN
- 18836526
- 00379980
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- NDL書誌ID
- 6918377
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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