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- 秋山 隆彦
- 学習院大学理学部化学科
書誌事項
- タイトル別名
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- Development and Recent Progress in the Chiral Brønsted Acid Catalyst
- キラルブレンステッドサン ショクバイ ノ ソウセイ ト シン テンカイ
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<p>Development of efficient chiral catalyst continues to be an important challenge in the fields of synthetic organic chemistry and medicinal chemistry. Although metal-based Lewis acid catalysts had been extensively studied for the activation of carbonyl group and imine, chiral Brønsted acid has emerged in the beginning of 21st century. We synthesized chiral phosphoric acid, derived from (R)-BINOL, and demonstrated its catalytic activity in the Mannich-type reaction as a chiral Brønsted acid in 2004. Chiral phosphoric acid functioned as bifunctional catalyst bearing both basic site and Brønsted acidic site. The 3,3’-substituents play an important role. Since then, chiral phosphoric acid catalysis has become a popular research area, and its utility has been remarkably expanded. In this article, we will describe the development of chiral phosphoric acid and recent progress of the chiral phosphoric acid catalysis from our research group, in particular following topics; 1) transfer hydrogenation reaction of ketimines by use of benzothiazoline as a hydrogen donor, and oxidative kinetic resolution of indolines, 2) Friedel-Crafts alkylation reaction of indoles, and 3) enantioselective synthesis of chiral biaryls by bromination and transfer hydrogenation. In addition, several tips for using chiral phosphoric acid are also described.</p>
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 75 (5), 410-420, 2017
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
- 1390001205339200128
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- NII論文ID
- 130006903188
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- NII書誌ID
- AN0024521X
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- ISSN
- 18836526
- 00379980
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- NDL書誌ID
- 028215695
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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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- CiNii Articles
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