Efficient Synthesis of alpha-Quaternary alpha-Hydroxy-beta-amino Esters via Silyl Glyoxylate-Mediated Three-Component Reactions
Efficient Synthesis of alpha-Quaternary alpha-Hydroxy-beta-amino Esters via Silyl Glyoxylate-Mediated Three-Component Reactions
复制标题
通过乙醛酸甲硅烷基介导的三组分反应高效合成α-季铵α-羟基-β-氨基酯
DOI：
10.1021/ol403388w
复制
发表时间：
2014
期刊：
影响因子：
5.2
通讯作者：
Lu Chong-Dao
中科院分区：
文献类型：
--
作者：
Jiang Jiu-Long;Yao Ming;Lu Chong-Dao
通过芳基格氏试剂（或甲基锂）、乙醛酸硅酯和N-叔丁基亚磺酰亚胺三组分的偶联，发展了一种对映选择性合成全保护的α-羟基-β-氨基季铵盐的有效方法。该方案能够在一锅操作中连续形成两个C-C键和两个相邻的手性碳，具有高度的立体控制。
An efficient method has been developed for the enantioselective synthesis of fully protected α-quaternary α-hydroxy-β-amino esters via the coupling of three components: aryl Grignard reagents (or methyllithium), silyl glyoxylate, andN-tert-butanesulfinyl imines. This protocol enables successive formation of two C–C bonds and two adjacent chiral carbons with high stereocontrol in a one-pot operation.