Lewis base catalyzed enantioselective aldol addition of acetaldehyde-derived silyl enol ether to aldehydes
Lewis base catalyzed enantioselective aldol addition of acetaldehyde-derived silyl enol ether to aldehydes
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DOI：
10.1021/jo0517500
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发表时间：
2005-11-25
影响因子：
3.6
通讯作者：
Bui, T
中科院分区：
文献类型：
--
作者：
Denmark, SE;Bui, T
手性磷酰胺催化的乙酰丙酮衍生的三烷基甲硅烷基烯醇醚与芳族醛的对映选择性羟醛加成以良好的产率提供了具有良好至优异的对映选择性的受保护的羟醛产物。初步研究表明，羟醛缩合中间体（一种氯醇加合物）可以用叔丁基异腈捕获，在一锅操作中以良好的选择性形成α-羟基内酯。
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.