Aluminum iodide promoted highly Z-stereoselective synthesis of β-iodo Morita-Baylis-Hillman esters with ketones as aldol acceptors

被引：16
作者：
Lee, Sung Il
Hwang, Geum-Sook [1 ]
Ryu, Do Hyun
机构：
[1] Sungkyunkwan Univ, Dept Chem, Suwon 440746, South Korea
[2] Korea Basic Sci Inst, Seoul 136701, South Korea
来源：
SYNLETT | 2007年 / 01期
关键词：
Morita-Baylis-Hillman adduct; aluminum iodide; ketones; stereoselectivity; aldol reactions;
D O I：
10.1055/s-2006-95842
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Aluminum iodide has been found to promote the efficient and highly stereoselective synthesis of (Z)-beta-iodo-alpha-(hydroxyalkyl)acrylates via one-pot three-component coupling reactions. This new system has made it possible to utilize various ketones as the electrophiles, in order to react with an aluminum allenoate intermediate for the synthesis of beta-iodo Morita-Baylis-Hillman adducts with high yield and excellent Z-stereoselectivity (> 99%).
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收藏
页码：59 / 62
页数：4
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