Bifunctional Brønsted Base Catalyzes Direct Asymmetric Aldol Reaction of α-Keto Amides
作者:Haizea Echave、Rosa López、Claudio Palomo
DOI:10.1002/anie.201510482
日期:2016.3.1
cross‐aldol reaction of α‐keto amides with aldehydes, mediated by a bifunctional ureidopeptide‐based Brønsted base catalyst, is described. The appropriate combination of a tertiary amine base and an aminal, and urea hydrogen‐bond donor groups in the catalyst structure promoted the exclusive generation of the α‐keto amide enolate which reacted with either non‐enolizable or enolizable aldehydes to produce
描述了由基于双官能脲基肽的布朗斯台德碱催化剂介导的第一个α-酮酰胺与醛的对映选择性直接交叉羟醛反应。催化剂结构中叔胺碱与氨基和脲氢键供体基团的适当结合促进了α-酮酰胺烯醇酸酯的独家生成,后者与不可烯醇化或可烯醇化醛反应生成高度对映体富集的多加氧醛醇加合物,无因脱水,α-酮酰胺自缩合,醛烯化和等渗酸形成而产生的副产物。