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Author(s) -
Sweeney Zachary K.,
Salsman Jennifer L.,
Andersen Richard A.,
Bergman Robert G.
Publication year - 2000
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Reports
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/1521-3773(20000703)39:13<2187::aid-anie2187>3.0.co;2-9
Subject(s) - enantiopure drug , allene , enantioselective synthesis , kinetic resolution , cycloaddition , chemistry , enantiomer , stereochemistry , spatial configuration , absolute configuration , mathematics , organic chemistry , catalysis , mathematical analysis , distribution (mathematics)
The cover picture shows a further example of the power of transition metal complexes in organic synthesis: the enantiopure imidozirconium complex, top left, reacts with 1,3‐ disubstituted racemic allenes (right) in a highly enantioselective, stepwise cycloaddition. Both the enantiomers of an allene react to give the same diastereopure azazirconacyclobutane complex, the structure of which is shown in the center of the picture as a space filling model with the molecular framework superimposed. The reaction with 1,2‐propadiene (bottom center) releases the enantiopure allene from the metallacycle. The overall process couples kinetic resolution with the complete inversion of the absolute configuration of a 1,3‐disubstituted allene. More about this unusual new method for enantiomer separation and enrichment is reported by R. G. Bergman et al. on page 2339 pp.