Assymetric synthesis of (2S,3R)- and (2S,3S)-[2-13C;3-2H] glutamic acid

被引:9
作者
Okuma, Kosuke [1 ,2 ]
Ono, Akira M. [1 ]
Tsuchiya, Seiji [1 ]
Oba, Makoto [2 ]
Nishiyama, Kozaburo [2 ]
Kainosho, Masatsune [3 ,4 ]
Terauchi, Tsutomu [1 ]
机构
[1] SAIL Technol Inc, Tsurumi Ku, Kanagawa 2300045, Japan
[2] Tokai Univ, Dept Chem Mat, Shizuoka 4100395, Japan
[3] Nagoya Univ, Grad Sch Sci, Struct Biol Res Ctr, Chikusa Ku, Nagoya, Aichi 4648601, Japan
[4] Tokyo Metropolitan Univ, Grad Sch Sci, Tokyo 1920397, Japan
基金
日本科学技术振兴机构;
关键词
AMINO-ACIDS; STEREOSELECTIVE-SYNTHESIS; HYDROGENATION;
D O I
10.1016/j.tetlet.2009.01.062
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We have developed a synthetic route for (2S,3R)- and (2S,3S)-[2-C-13;3-H-2] glutamic acids with high enantioselectivity. The key reactions in this synthesis are the asymmetric reduction of the 2,3-didehydro-ornithine derivative using the (S,S)-Et-DuPHOS-Rh catalyst and the oxidation of the delta-position by ruthenium catalysis. (C) 2009 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1482 / 1484
页数:3
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