Determination of the Conformation of the Key Intermediate in an Enantioselective Palladium-Catalyzed Allylic Substitution from Residual Dipolar Couplings

被引:30
作者
Boettcher, Benjamin [1 ]
Schmidts, Volker [1 ]
Raskatov, Jevgenij A. [2 ]
Thiele, Christina M. [1 ]
机构
[1] Tech Univ Darmstadt, Clemens Schopf Inst Organ Chem & Biochem, D-64287 Darmstadt, Germany
[2] Univ Heidelberg, Inst Organ Chem, D-69120 Heidelberg, Germany
关键词
allylic substitution; conformational analysis; enantioselective catalysis; NMR spectroscopy; residual dipolar couplings; ASYMMETRIC CATALYSIS; RELATIVE CONFIGURATIONS; BIOMOLECULAR STRUCTURE; STRUCTURE ELUCIDATION; PROTEIN-STRUCTURE; ORGANIC-COMPOUNDS; ALIGNMENT MEDIA; ENHANCED NMR; LIGANDS; ALKYLATION;
D O I
10.1002/anie.200903649
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Chemical Equation Presentation Hide and seek! The reactive intermediate in the title reaction has eluded conventional structure determination for years. With the help of residual dipolar couplings the conformation in solution could be determined (see picture). The sensitive intermediate was aligned in a liquid-crystalline phase containing poly(Y-benzyl-L-glutamate), and the orientation of the ligands was determined through local order tensors. © 2010 Wiley-VCH Verlag GmbH & Co. KCaA, Weinheim.
引用
收藏
页码:205 / 209
页数:5
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