Efficient Asymmetric α-Oxyamination of Aldehydes by Resin-Supported Peptide Catalyst in Aqueous Media

被引:64
作者
Akagawa, Kengo [1 ]
Fujiwara, Takuma [1 ]
Sakamoto, Seiji [1 ]
Kudo, Kazuaki [1 ]
机构
[1] Univ Tokyo, Inst Ind Sci, Meguro Ku, Tokyo 1538505, Japan
关键词
ALDOL REACTION; MICHAEL ADDITION; RECYCLABLE ORGANOCATALYST; 1,4-ADDITION REACTIONS; TRANSFER HYDROGENATION; EPOXIDATION CATALYST; POLYLEUCINE TETHER; ORGANIC-SYNTHESIS; SOMO CATALYSIS; WATER;
D O I
10.1021/ol100415h
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The resin-supported peptide catalyst having the terminal five-residue Pro-o-Pro-Aib-Trp-Trp combined with polyleucine successfully catalyzed the asymmetric alpha-oxyamination of aldehydes in aqueous media. The secondary structure and the chirality sense of the hydrophobic polyleucine chain significantly affected both reactivity and enantioselectivity.
引用
收藏
页码:1804 / 1807
页数:4
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