Guanidine-thiourea bifunctional organocatalyst for the asymmetric Henry (nitroaldol) reaction

被引：223
作者：
Sohtome, Y
Hashimoto, Y
Nagasawa, K
机构：
[1] Univ Tokyo, Inst Mol & Cellular Biosci, Bunkyo Ku, Tokyo 1130032, Japan
[2] Tokyo Univ Agr & Technol, Fac Technol, Dept Biotechnol & Life Sci, Koganei, Tokyo 1848588, Japan
来源：
ADVANCED SYNTHESIS & CATALYSIS | 2005年 / 347卷 / 11-13期
关键词：
bifunctional organocatalyst; guanidines; nitroaldol; organic catalysis; thioureas;
D O I：
10.1002/adsc.200505148
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
Novel bifunctional catalysts having guanidine and thiourea functional groups were developed for the asymmetric Henry (nitroaldol) reaction. Various structural developments of the catalyst revealed that the compound having an octadecyl-substituted guanidine and thiourea groups linked with a chiral spacer derived from phenylalanine, i.e., 1e, efficiently promoted the Henry reaction. This bifunctional organocatalyst le also gave high asymmetric inductions C, with aliphatic cyclic aldehydes and branched aliphatic aldehydes (82-90% ee).
引用
收藏
页码：1643 / 1648
页数：6
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