Akagawa Kengo, Akabane Hajime, Sakamoto Seiji, Kudo Kazuaki
Institute of Industrial Science, University of Tokyo, 4-6-1 Komaba, Meguro-ku, Tokyo 153-8505, Japan.
Org Lett. 2008 May 15;10(10):2035-7. doi: 10.1021/ol800031p. Epub 2008 Apr 12.
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.
一种具有β-转角基序和疏水性聚亮氨酸链的树脂负载型N-末端脯氨酰肽在水性条件下有效地催化了不对称转移氢化反应。聚亮氨酸连接链在水性介质中提供了一个疏水腔,这使得反应显著加速。此外,聚亮氨酸链对于高对映选择性也是必不可少的。