Premium
Determination of the Conformation of the Key Intermediate in an Enantioselective Palladium‐Catalyzed Allylic Substitution from Residual Dipolar Couplings
Author(s) -
Böttcher Benjamin,
Schmidts Volker,
Raskatov Jevgenij A.,
Thiele Christina M.
Publication year - 2010
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200903649
Subject(s) - residual , enantioselective synthesis , palladium , allylic rearrangement , key (lock) , chemistry , dipole , substitution (logic) , orientation (vector space) , stereochemistry , combinatorial chemistry , computer science , crystallography , catalysis , organic chemistry , algorithm , mathematics , programming language , geometry , computer security
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(γ‐benzyl‐ L ‐glutamate), and the orientation of the ligands was determined through local order tensors.