Maki Brooks E, Chan Audrey, Scheidt Karl A
Department of Chemistry, Northwestern University, 2145 Sheridan Road, Evanston, IL 60208, USA.
Synthesis (Stuttg). 2008 Apr;2008(8):1306-1315. doi: 10.1055/s-2008-1072516.
Homoenolate equivalents are generated by Lewis basic N-heterocyclic carbene catalysts and then protonated to generate efficiently saturated esters from unsaturated aldehydes. This reactivity is extended to the generation of β-acylvinyl anions from alkynyl aldehydes. The asymmetric protonation of a homoenolate equivalent generated from a β,β-disubstituted aldehyde can be accomplished with a chiral N-heterocyclic carbene.
路易斯碱型氮杂环卡宾催化剂可生成同烯醇酸酯等价物，然后将其质子化，从而有效地从不饱和醛生成饱和酯。这种反应活性可扩展至从炔基醛生成β-酰基乙烯基阴离子。由β,β-二取代醛生成的同烯醇酸酯等价物的不对称质子化反应可用手性氮杂环卡宾来完成。
