Synthesis of phosphorylated sulfoximines and sulfinamides and their application as ligands in asymmetric metal catalysis

被引：45
|
作者：
Benetskiy, Eduard B. [1 ]
Bolm, Carsten [1 ]
机构：
[1] Rhein Westfal TH Aachen, Inst Organ Chem, D-52056 Aachen, Germany
来源：
TETRAHEDRON-ASYMMETRY | 2011年 / 22卷 / 03期
关键词：
ALLYLIC SUBSTITUTION-REACTIONS; PHOSPHORAMIDITE LIGAND; ALLYLATION; COMPLEXES; HYDROGENATION; PHOSPHITE; ACIDS; DERIVATIVES; ALPHA;
D O I：
10.1016/j.tetasy.2011.02.005
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
Starting from inexpensive materials and following simple protocols various N-phosphorylated sulfoximines and sulfinamides have been synthesized. The newly prepared compounds were then applied as chiral ligands in asymmetric transition metal catalysis. Phosphorus triamide-type ligands derived from (S)-glutamic acid were found to be the most efficient stereoselectors in enantioselective palladium-catalyzed allylic substitutions (up to 97% ee). On the other hand, diamidophosphite-type structures stemming from (S)-proline were the best ligands in rhodium-catalyzed hydrogenation reactions (up to 84% ee). (C) 2011 Elsevier Ltd. All rights reserved.
引用
收藏
页码：373 / 378
页数：6
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