The synthesis of spirobitetraline phosphoramidite ligands and their application in rhodium-catalyzed asymmetric hydrogenation

被引：26
|
作者：
Huo, Xiang-Hong
Xie, Jian-Hua
Wang, Qiu-Shi
Zhou, Qi-Lin [1 ]
机构：
[1] Nankai Univ, State Key Lab, Tianjin 300071, Peoples R China
[2] Nankai Univ, Inst Elementoorgan Chem, Tianjin 300071, Peoples R China
来源：
ADVANCED SYNTHESIS & CATALYSIS | 2007年 / 349卷 / 16期
关键词：
asymmetric catalysis; hydrogenation; monophosphoramidite; rhodium; spirobitetraline;
D O I：
10.1002/adsc.200700109
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
A racemic 1,1'-spirobitetralin-8,8'-diol (SBITOL) was conveniently synthesized from 3-methoxybenzaldehyde in 26 % yield over 9 steps and resolved via its bis-(S)-camphorsulfonates. The corresponding chiral spirobitetraline monophosphoramidite ligands have been prepared and their rhodium complexes were applied in the asymmetric hydrogenation of dehydroamino esters with good to excellent enantioselectivities (up to 99.3 % ee).
引用
收藏
页码：2477 / 2484
页数：8
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