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通过烯醛氢化制备金属醛烯醇盐:与乙二醛伙伴进行催化交叉羟醛缩合反应在3,5-二取代哒嗪合成中的应用

Metallo-aldehyde enolates via enal hydrogenation: catalytic cross aldolization with glyoxal partners as applied to the synthesis of 3,5-disubstituted pyridazines.

作者信息

Marriner Gwendolyn A, Garner Susan A, Jang Hye-Young, Krische Michael J

机构信息

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

出版信息

J Org Chem. 2004 Feb 20;69(4):1380-2. doi: 10.1021/jo030310a.

Abstract

Aldehyde enolates generated through rhodium-catalyzed enal hydrogenation are subject to electrophilic trapping by exogenous glyoxal partners to afford beta-hydroxy-gamma-keto-aldehyde products, which upon exposure to hydrazine afford 3,5-disubstituted pyridazines in moderate yield in a two-step, one-pot sequence.

摘要

通过铑催化的烯醛氢化反应生成的醛烯醇盐会被外源乙二醛伴侣进行亲电捕获,从而得到β-羟基-γ-酮醛产物,该产物在肼作用下,通过两步一锅法以中等产率得到3,5-二取代哒嗪。

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