Reyes Efraim, Vicario Jose L, Badía Dolores, Carrillo Luisa
Department of Organic Chemistry II, Faculty of Science and Technology, University of the Basque Country, P.O. Box 644, 48080 Bilbao, Spain.
Org Lett. 2006 Dec 21;8(26):6135-8. doi: 10.1021/ol062627d.
[Structure: see text] The organocatalytic asymmetric Michael addition of aldehydes to beta-nitroacroleine dimethyl acetal has been studied in detail. The reaction took place with excellent yields and high stereoselectivities when a chiral beta-amino alcohol such as L-prolinol was employed as the catalyst, leaving a formation of highly functionalized enantioenriched compounds containing two differentiated formyl groups together with a nitro moiety.
[结构:见正文] 已对醛与β-硝基丙烯醛二甲基缩醛的有机催化不对称迈克尔加成反应进行了详细研究。当使用手性β-氨基醇(如L-脯氨醇)作为催化剂时,反应以优异的产率和高立体选择性进行,生成了含有两个不同甲酰基和一个硝基部分的高度官能化对映体富集化合物。