Organocatalytic asymmetric transfer hydrogenation in aqueous media using resin-supported peptide having a polyleucine tether

被引:49
作者
Akagawa, Kengo [1 ]
Akabane, Hajime [1 ]
Sakamoto, Seiji [1 ]
Kudo, Kazuaki [1 ]
机构
[1] Univ Tokyo, Inst Ind Sci, Meguro Ku, Tokyo 1538505, Japan
关键词
D O I
10.1021/ol800031p
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A resin-supported N-terminal prolyl peptide having a beta-turn motif and hydrophobic polyleucine chain effectively catalyzed the asymmetric transfer hydrogenation under aqueous conditions. The polyleucine tether provides a hydrophobic cavity in aqueous media that brought about a remarkable acceleration of the reaction. In addition, the polyleucine chain also turned out to be essential for high enantioselectivity.
引用
收藏
页码:2035 / 2037
页数:3
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