Division of Chemistry & Biological Chemistry, School of Physical & Mathematical Sciences, Nanyang Technological University, Singapore 637371, Singapore.
Org Lett. 2013 Jan 4;15(1):50-3. doi: 10.1021/ol303035r. Epub 2012 Dec 18.
A direct α-functionalization of simple aldehydes under N-Heterocyclic Carbene (NHC) catalysis and direct generation of ester enolate equivalents from nonfunctionalized aldehydes are disclosed. The catalysis involves selective enolate generation from an oxidatively generated NHC-bounded ester intermediate as a key step. The ester enolate intermediates undergo stereoselective reactions with enones and trifluoromethyl ketones.
本文报道了在 N-杂环卡宾（NHC）催化下简单醛的直接α-官能化反应，以及非官能化醛直接生成酯烯醇化物等价物。该催化反应涉及选择性烯醇化物的生成，这是一个氧化生成的 NHC 结合酯中间体的关键步骤。酯烯醇化物中间体与烯酮和三氟甲酮发生立体选择性反应。
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