Stereoselective aldol reactions of γ-thiobutyrolactone: The benzaldehyde anomaly.
作者:Cesare Gennari、Ambrogio Oliva、Francesco Molinari、Umberto Piarulli
DOI:10.1016/s0040-4039(00)97387-8
日期:1990.1
Different protocols (lithium enolate reactions, fluoride catalyzed and Lewis acid mediated silyl ketene acetal reactions) were studied to achieve stereoselectivity in the aldol reactions of γ-thiobutyrolactone: in all cases benzaldehyde showed a striking peculiarity compared to aliphatic aldehydes.
研究了不同的方案(烯醇锂反应,氟化物催化和路易斯酸介导的甲硅烷基乙烯酮缩醛反应),以在γ-硫代丁内酯的醛醇缩合反应中实现立体选择性:在所有情况下,与脂肪族醛相比,苯甲醛都表现出惊人的特性。