铑催化γ-邻苯二胺取代α，β-不饱和羧酸酯的不对称加氢:β-芳基-γ-氨基酸的有效对映选择性合成

IF 5 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2007-10-12 DOI:10.1021/ol702193v

Jun Deng, Zheng-Chao Duan, Jia-Di Huang, Xiang-Ping Hu, Dao-Yong Wang, Sai-Bo Yu, Xue-Feng Xu, Zhuo Zheng

引用次数: 47

摘要

以高对映选择性合成了一系列手性β-芳基-γ-氨基酸酯衍生物(93?利用高模块化手性bophoz型磷化氢催化γ-邻苯二甲酸-α，β-不饱和羧酸酯的不对称加氢反应。aminophosphine配体。该方法已成功地用于合成具有高对映选择性的(R)-巴氯芬和(R)-罗利普兰等手性药物。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Rh-Catalyzed Asymmetric Hydrogenation of γ-Phthalimido-Substituted α,β-Unsaturated Carboxylic Acid Esters: An Efficient Enantioselective Synthesis of β-Aryl-γ-amino Acids

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Rh-Catalyzed Asymmetric Hydrogenation of γ-Phthalimido-Substituted α,β-Unsaturated Carboxylic Acid Esters: An Efficient Enantioselective Synthesis of β-Aryl-γ-amino Acids

A series of chiral β-aryl-γ-amino acid ester derivatives were synthesized in high enantioselectivities (93?97% ee) via the Rh-catalyzed asymmetric hydrogenation of γ-phthalimido-α,β-unsaturated carboxylic acid esters using highly modular chiral BoPhoz-type phosphine?aminophosphine ligands. The method has been applied successfully to the synthesis of several chiral pharmaceuticals including (R)-baclofen and (R)-rolipram with high enantioselectivities.

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来源期刊

Organic Letters 化学-有机化学

CiteScore

9.30

自引率

11.50%

发文量

1607

审稿时长

1.5 months

期刊介绍： Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.