Diastereoselective magnesium halide-catalyzed anti-aldol reactions of chiral N-acyloxazolidinones
Diastereoselective magnesium halide-catalyzed anti-aldol reactions of chiral N-acyloxazolidinones
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DOI：
10.1021/ja0119548
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发表时间：
2002-01-23
影响因子：
15
通讯作者：
Downey, CW
中科院分区：
文献类型：
--
作者：
Evans, DA;Tedrow, JS;Downey, CW
报道了一种基于手性助剂的直接羟醛缩合反应。该反应在镁盐中是催化的，并且通过与氯三甲基硅烷的甲硅烷基化来促进。该加成物具有高的非对映选择性（可达32：1 dr），有利于反羟醛非对映体B的生成。反应操作简单，可以在环境气氛下进行，无需严格排除水。许多加合物是高度结晶的，并且单个非对映异构体可以在没有色谱法的情况下分离。
A chiral auxilliary-based direct aldol reaction is reported. The reactions are catalytic in magnesium salts and are facilitated by silylation with chlorotrimethylsilane. The adducts isolated are in high diastereoselectivity (up to 32:1 dr) and favor theanti-aldol diastereomerB. Reactions are operationally simple and can be run under ambient atmosphere without rigorous exclusion of water. Many of the adducts are highly crystalline and a single diastereomer can be isolated without chromatography.