Lewis base catalyzed enantioselective aldol addition of acetaldehyde-derived silyl enol ether to aldehydes

被引：69

作者：

Denmark, SE ^{[1
]}

Bui, T ^{[1
]}

机构：

[1] Univ Illinois, Roger Adams Lab, Dept Chem, Urbana, IL 61801 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2005年 / 70卷 / 24期

关键词：

D O I：

10.1021/jo0517500

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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.

引用

页码：10190 / 10193

页数：4

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