Domino Asymmetric Conjugate Addition-Conjugate Addition

被引：29
|
作者：
Germain, Nicolas [1 ]
Schlaefli, Doriane [1 ]
Chellat, Mathieu [1 ]
Rosset, Stephane [1 ]
Alexakis, Alexandre [1 ]
机构：
[1] Univ Geneva, Dept Organ Chem, CH-1211 Geneva 4, Switzerland
来源：
ORGANIC LETTERS | 2014年 / 16卷 / 07期
基金：
瑞士国家科学基金会; 新加坡国家研究基金会;
关键词：
QUATERNARY STEREOGENIC CENTERS; ONE-POT; ENANTIOSELECTIVE SYNTHESIS; TANDEM REACTIONS; ENOL ETHERS; REAGENTS; SULFONES; ALPHA; CONVERSION; FURANS;
D O I：
10.1021/ol5005752
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Enantioenriched Al-, Mg-, and Zn-enolates undergo electrophilic trapping by nitroolefins and vinylsulfones to afford 1,4-diketones and 2-(bis(phenylsulfonyl)ethyl)ketones in good yield and excellent diastereoselectivity. A one-pot preparation of indenes and enantiopure syntheses of tetrahydrobenzofurans, tetrahydrobenzopyrroles, and azulenes are disclosed. A site-selective two-step sequence of three conjugate additions is also demonstrated.
引用
收藏
页码：2006 / 2009
页数：4
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