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Trends in Organic Chemistry   Volumes    Volume 7 
The use of the selenocarbonyl group both as a 77Se NMR reporter group and for stereoselective carbon-carbon bond generation
Ruilian Wu, Griselda Hern√°ndez, R. Bruce Dunlap, Jerome D. Odom, Rodolfo A. Martinez, L. A. Pete Silks
Pages: 105 - 114
Number of pages: 10
Trends in Organic Chemistry
Volume 7 

Copyright © 1998 Research Trends. All rights reserved

The major goal of this research was to investigate new analytical techniques and chemistries of chiral reagents which contain an essential selenocarbonyl component. The selenocarbonyl group has been found to be an excellent 77Se NMR reporter group for the detection and quantitation of remotely disposed chiral centers. In addition, the selenocarbonyl has been found to play a pivotal role in dictating the stereochemical outcome of an unusual non-Evans syn aldol reaction. Moreover, the nature of the side chain of the aldehyde acceptor can influence the stereochemical course of the reaction to give rise to an apparent anti relationship for the newly created chiral centers.
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