Calcium-catalyzed diastereo- and enantioselective 1,4-addition of glycine derivatives to α,β-unsaturated esters
Calcium-catalyzed diastereo- and enantioselective 1,4-addition of glycine derivatives to α,β-unsaturated esters
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DOI：
10.1021/ol702958w
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发表时间：
2008-03-06
期刊：
影响因子：
5.2
通讯作者：
Yamashita, Yasuhiro
中科院分区：
文献类型：
--
作者：
Kobayashi, Shu;Tsubogo, Tetsu;Yamashita, Yasuhiro
首次开发了甘氨酸席夫碱与β取代的α， β不饱和酯的高度非映对和对映选择性催化不对称1,4加成反应。成功地控制了反应途径，获得了具有高对映选择性的1,4加成产物。所得产物经酸水解转化为3-取代谷氨酸衍生物。
The first highly diastereo- and enantioselective catalytic asymmetric 1,4-addition reactions of a glycine Schiff base to beta-substituted alpha,beta-unsaturated esters have been developed. The reaction pathway was successfully controlled, and the desired 1,4-addition products were exclusively obtained with high enantioselectivities. The product obtained was converted to a 3-substituted glutamic acid derivative by acid hydrolysis.