Catalytic enantioselective fluorination of oxindoles

被引：314

作者：

Hamashima, Y

Suzuki, T

Takano, H

Shimura, Y

Sodeoka, M ^{[1
]}

机构：

[1] Tohoku Univ, Inst Multidisciplinary Res Adv Mat, Miyagi 9808577, Japan

[2] JST, PRESTO, Wako, Saitama 3510198, Japan

[3] RIKEN, Wako, Saitama 3510198, Japan

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2005年 / 127卷 / 29期

关键词：

D O I：

10.1021/ja0513077

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

We have developed a highly efficient catalytic enantioselective fluorination of oxindole derivatives. In the presence of a catalytic amount of chiral Pd complex 2 (2.5 mol %), various substrates, including aryl- and alkyl-substituted oxindoles, were fluorinated in a highly enantioselective manner (up to 96% ee). In addition, when R was a hydrogen atom, enantioselective fluorination followed by solvolysis gave a monofluorinated ester with up to 93% ee. To our knowledge, this is the first example of catalytic enantioselective fluorination of oxindoles. Copyright © 2005 American Chemical Society.

引用

页码：10164 / 10165

页数：2

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