有機合成化学協会誌
Online ISSN : 1883-6526
Print ISSN : 0037-9980
ISSN-L : 0037-9980
総説および総合論文
ラジカルペルフルオロアルキル化反応の開発と含フッ素アミノ酸の合成
矢島 知子
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ジャーナル 認証あり

2013 年 71 巻 7 号 p. 683-693

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Organofluorine compounds have been receiving significant interest in materials science and medicinal chemistry. Addition reactions of perfluoroalkyl iodide to carbon-carbon double bonds are efficient and versatile for the direct introduction of a perfluoroalkyl group onto organic molecules. However studies on the addition of the perfluoroalkyl radical to electron-deficient olefins are scarce, despite the versatility of the products as fluorine-containing building blocks or monomers. Thus, a novel, efficient perfluoroalkylation of electron-deficient olefins is desirable. Recently, we have developed the effective radical hydroxyperfluoroalkylation, iodoperfluoroalkylation and hydroperfluoroalkynation of electron deficient olefins. We report here these new radical perfluoroalkylations of electron deficient olefines and the diastereoselective reactions using chiral auxiliary method. We also describes the synthesis of chiral fluorinated amino acids and peptides based on these reactions.
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© 2013 社団法人 有機合成化学協会
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