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使用元素氢从烯酮还原生成烯醇盐:氢化条件下的催化碳-碳键形成。

Reductive generation of enolates from enones using elemental hydrogen: catalytic C-C bond formation under hydrogenative conditions.

作者信息

Jang Hye-Young, Huddleston Ryan R, Krische Michael J

机构信息

Department of Chemistry and Biochemistry, University of Texas at Austin, Austin, Texas 78712, USA.

出版信息

J Am Chem Soc. 2002 Dec 25;124(51):15156-7. doi: 10.1021/ja021163l.

DOI:10.1021/ja021163l
PMID:12487574
Abstract

Exposure of enones to elemental hydrogen in the presence of a Rh(I) catalyst enables reductive enolate generation, as evidenced by electrophilic trapping of the enolate by appendant and exogenous aldehyde partners. The significance of these findings resides in the ability to regioselectivity generate and transform transition metal enolates under catalytic conditions that circumvent formation of stoichiometric byproducts.

摘要

在铑(I)催化剂存在下,烯酮与元素氢接触可实现烯醇负离子的还原生成,这一点可通过连接的和外源性醛类反应物对烯醇负离子的亲电捕获得到证明。这些发现的重要意义在于能够在催化条件下区域选择性地生成和转化过渡金属烯醇负离子,同时避免化学计量副产物的形成。

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