Iridium-Catalyzed Asymmetric Allylic Amination with Polar Amines: Access to Building Blocks with Lead-Like Molecular Properties

被引:36
作者
Tosatti, Paolo [1 ]
Horn, Joachim [1 ]
Campbell, Amanda J. [2 ]
House, David [2 ]
Nelson, Adam [1 ]
Marsden, Stephen P. [1 ]
机构
[1] Univ Leeds, Sch Chem, Leeds LS2 9JT, W Yorkshire, England
[2] GlaxoSmithKline, Med Res Ctr, Stevenage SG1 2NY, Herts, England
基金
英国工程与自然科学研究理事会;
关键词
allylic compounds; allylic substitution; asymmetric catalysis; iridium; lead-like compounds; COMPLEXES-RESTING STATES; ENANTIOSELECTIVE ALLYLATION; PHOSPHORAMIDITE LIGANDS; SUBSTITUTIONS; HETEROCYCLES; CYCLIZATION; DISCOVERY; SELECTION; ALCOHOLS; AMMONIA;
D O I
10.1002/adsc.201000721
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
The combination of an air-stable iridium catalyst and the dipolar aprotic solvent dimethyl sulfoxide (DMSO) allowed, for the first time, the systematic exploitation of highly polar, functionalized amines in asymmetric allylic substitutions: low molecular weight, sp(3)-rich chiral building blocks were obtained with physicochemical properties that will be valuable in the synthesis of lead-like small molecules.
引用
收藏
页码:3153 / 3157
页数:5
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