Aminophosphonates as organocatalysts in the direct asymmetric aldol reaction:: towards syn selectivity in the presence of Lewis bases

被引:79
作者
Diner, Peter [1 ]
Amedjkouh, Mohamed [1 ]
机构
[1] Univ Gothenburg, Dept Chem, SE-41296 Gothenburg, Sweden
关键词
D O I
10.1039/b605091c
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Chiral alpha-aminophosphonates have been synthesized and their performance was evaluated as organocatalysts in the direct asymmetric aldol reaction. High enantioselectivities ( up to 99% ee) were achieved for a range of substituted cyclohexanones and benzaldehydes. Several organic bases, such as DBU, DBN, and TMG, were used together with the alpha-aminophosphonates in the aldol reactions and were found to favor syn-selectivity.
引用
收藏
页码:2091 / 2096
页数:6
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