Denmark Scott E, Bui Tommy
Roger Adams Laboratory, Department of Chemistry, 600 South Mathews Avenue, University of Illinois, Urbana, Illinois 61801, USA.
J Org Chem. 2005 Nov 25;70(24):10190-3. doi: 10.1021/jo0517500.
[reaction: see text] Chiral phosphoramide catalyzed-enantioselective aldol addition of an acetaldehyde-derived trialkylsilyl enol ether to aromatic aldehydes provides protected aldol products in good yields with good to excellent enantioselectivities. Preliminary studies show that the aldolization intermediate (a chlorohydrin adduct) can be trapped with tert-butyl isocyanide to form an alpha-hydroxy lactone with good selectivity in a single-pot operation.
[反应：见正文] 手性磷酰胺催化乙醛衍生的三烷基硅烯醇醚与芳香醛的对映选择性羟醛加成反应，能以良好的产率和良好至优异的对映选择性提供受保护的羟醛产物。初步研究表明，羟醛缩合中间体（氯醇加合物）可用叔丁基异氰化物捕获，以在单步操作中以良好的选择性形成α-羟基内酯。
