Ligand-Controlled Stereodivergent, Enantioselective Conjugate Addition of 2-Oxazoline- and 2-Thiazoline-4-carboxylate to Nitroalkene Catalyzed by Chiral Copper Complexes.
Ligand-Controlled Stereodivergent, Enantioselective Conjugate Addition of 2-Oxazoline- and 2-Thiazoline-4-carboxylate to Nitroalkene Catalyzed by Chiral Copper Complexes.
复制标题
手性铜配合物催化的配体控制的立体发散、对映选择性共轭加成 2-恶唑啉-和 2-噻唑啉-4-羧酸酯至硝基烯烃。
DOI：
10.1021/acs.joc.6b01722
复制
发表时间：
2016
期刊：
影响因子：
--
通讯作者：
S. Fukuzawa
中科院分区：
文献类型：
--
作者：
Y. Matsuda;Akihiro Koizumi;Ryosuke Haraguchi;S. Fukuzawa
在铜催化下，2-恶唑啉-4-羧酸酯和2-噻唑啉-4-羧酸酯与硝基烯烃的不对称共轭加成反应中，当使用合适的手性配体时，可选择性地得到高对映体过量的顺式或反式加成物.硝基的还原和恶唑啉环的水解得到了一种光学活性的γ-内酰胺保护的α-季丝氨酸衍生物。
The copper-catalyzed asymmetric conjugate addition of 2-oxazoline- and 2-thiazoline-4-carboxylate to a nitroalkene proceeded to give either the syn or anti adduct selectively in high enantiomeric excess when an appropriate chiral ligand was used. Subsequent reduction of the nitro group followed by hydrolysis of the oxazoline ring yielded an optically active γ-lactam of protected α-quaternary serine derivative.