3-Bromooxindoles as nucleophiles in asymmetric organocatalytic Mannich reactions with N-Ts-imines
3-Bromooxindoles as nucleophiles in asymmetric organocatalytic Mannich reactions with N-Ts-imines
复制标题
3-溴氧吲哚作为亲核试剂参与 N-Ts-亚胺的不对称有机催化曼尼希反应
DOI：
10.1039/c2cc38475b
复制
发表时间：
2013-01-01
影响因子：
4.9
通讯作者：
Peng, Yungui
中科院分区：
文献类型：
--
作者：
Li, Jianhao;Du, Taiping;Peng, Yungui
以2-取代金鸡纳生物碱衍生的双官能团硫脲为催化剂，研究了N-未保护的3-溴羟吲哚与N-叔亚胺的直接不对称Mannich反应。具有邻位手性叔和溴化季立体中心的产物具有出色的非对映体和对映体选择性（高达99：1 dr，99% ee）。
A direct asymmetric Mannich reaction of N-unprotected 3-bromooxindoles with N-Ts-imines catalyzed by bifunctional thiourea derived from 2-substituted cinchona alkaloid was developed. Products with vicinal chiral tertiary and brominated quaternary stereogenic centers were achieved in excellent diastereo-and enantioselectivity (up to 99: 1 dr, 99% ee).