Diastereoselective synthesis of 4-hydroxypiperidin-2-ones via Cu(I)-catalyzed reductive aldol cyclization

被引：61

作者：

Lam, HW ^{[1
]}

Murray, GJ ^{[1
]}

Firth, JD ^{[1
]}

机构：

[1] Univ Edinburgh, Sch Chem, Edinburgh EH9 3JJ, Midlothian, Scotland

来源：

ORGANIC LETTERS | 2005年 / 7卷 / 25期

关键词：

D O I：

10.1021/ol052599j

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

4-Hydroxypiperidin-2-ories may be prepared in highly diastereoselective fashion using a Cu(I)-catalyzed reductive aldol cyclization of alpha,beta-unsaturated amides with ketones. Used in combination with proline-catalyzed asymmetric Mannich reactions, this methodology enables the enantioselective synthesis of more highly functionalized piperidin-2-ones and hydroxylated piperidines.

引用

页码：5743 / 5746

页数：4

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