3,3′-bimorpholine derivatives as a new class of organocatalysts for asymmetric Michael addition

被引：140

作者：

Mosse, Sarah ^{[1
]}

Laars, Marju

Kriis, Kadri

Kanger, Tonis

Alexakis, Alexandre

机构：

[1] Univ Geneva, Dept Organ Chem, CH-1211 Geneva 4, Switzerland

[2] Tallinn Univ Technol, Dept Chem, EE-12618 Tallinn, Estonia

来源：

ORGANIC LETTERS | 2006年 / 8卷 / 12期

关键词：

D O I：

10.1021/ol0607490

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

New N-alkyl-3,3 '-bimorpholine derivatives (iPBM) were revealed to be efficient organocatalysts for the asymmetric direct Michael addition of aldehydes to nitroolefins and a vinyl sulfone. In these transformations using iPBM, 1,4-adducts were afforded in high yields, with good to high levels of diastereo- and enantioselectivity. The stereochemical outcome of the reaction could be explained by an acyclic synclinal model.

引用

页码：2559 / 2562

页数：4

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