手性N-酰基恶唑烷酮的非对映选择性卤化镁催化的反羟醛反应。
Diastereoselective magnesium halide-catalyzed anti-aldol reactions of chiral N-acyloxazolidinones.
作者信息
Evans David A, Tedrow Jason S, Shaw Jared T, Downey C Wade
机构信息
Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, USA.
出版信息
J Am Chem Soc. 2002 Jan 23;124(3):392-3. doi: 10.1021/ja0119548.
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 the anti-aldol diastereomer B. 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.
报道了一种基于手性助剂的直接羟醛反应。该反应以镁盐为催化剂，并通过用三甲基氯硅烷进行硅烷化来促进。分离得到的加合物具有高非对映选择性（高达32:1的dr值），且有利于反式羟醛非对映异构体B。反应操作简单，可以在常压下进行，无需严格排除水分。许多加合物具有高结晶性，无需色谱分离即可分离出单一非对映异构体。
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