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金属醛烯醇盐与酮的催化加成:一种新的形成碳 - 碳键的氢化反应

Catalytic addition of metallo-aldehyde enolates to ketones: a new C-C bond-forming hydrogenation.

作者信息

Koech Phillip K, Krische Michael J

机构信息

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

出版信息

Org Lett. 2004 Mar 4;6(5):691-4. doi: 10.1021/ol030136c.

DOI:10.1021/ol030136c
PMID:14986951
Abstract

The first catalytic cross-aldolization of metallo-aldehyde enolates with ketone acceptors is enabled via hydrogenation of keto-enals with cationic rhodium catalysts. These results, in conjunction with prior studies involving the catalytic hydrogen-mediated reductive coupling of enones, dienes, and diynes with carbonyl acceptors, support the feasibility of developing a broad new class of catalytic C-C bond formations based on the electrophilic trapping of hydrogenation intermediates. [reaction: see text]

摘要

通过使用阳离子铑催化剂对酮烯醛进行氢化反应,实现了金属醛烯醇盐与酮受体的首次催化交叉羟醛缩合反应。这些结果,结合之前涉及烯酮、二烯和二炔与羰基受体的催化氢介导还原偶联的研究,支持了基于氢化中间体的亲电捕获开发一类广泛的新型催化碳-碳键形成反应的可行性。[反应:见正文]

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