Polymer-supported glyoxylate and α-imino acetates.: Versatile reagents for the synthesis of α-hydroxycarboxylic acid and α-amino acid libraries

被引：21

作者：

Kobayashi, S ^{[1
]}

Akiyama, R ^{[1
]}

Kitagawa, H ^{[1
]}

机构：

[1] Univ Tokyo, Grad Sch Pharmaceut Sci, CREST, Japan Sci & Technol Corp,Bunkyou Ku, Tokyo 1130033, Japan

来源：

JOURNAL OF COMBINATORIAL CHEMISTRY | 2001年 / 3卷 / 02期

关键词：

D O I：

10.1021/cc0000850

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

Polymer-supported glyoxylate monohydrate (3) and alpha -imino acetates (7) have been readily prepared from chloromethylated resin via two or three steps. The ene reactions of 3 with alkenes were successfully performed in the presence of Yb(OTf)(3) (50 mol %) to afford, after cleavage from the polymer support, the corresponding alpha -hydroxycarboxylic acid esters in good yields. The reactions of 7 with silyl enolates, Danishefsky's diene, and alkenes also proceeded smoothly in the presence of Sc(OTf)(3) (20 mol %) to give the corresponding cl-amino acid, pyridone, and tetrahydroquinoline derivatives, respectively, in good yields.

引用

页码：196 / 204

页数：9

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