@unpublished{pittir7709,
           month = {June},
           title = {Synthesis of Quasienantiomeric Fluorous-Tagged Oxazolidinonesand Application in Alkylation and syn-Aldol Reactions},
          author = {Xiaoyuan Ding},
            year = {2006},
        keywords = {oxazolidinones},
             url = {http://d-scholarship-dev.library.pitt.edu/7709/},
        abstract = {Evans' oxazolidinones are among the most well-established and extensively used chiral auxiliaries for stoichiometric asymmetric methods in total synthesis. The most common applications are {\'a}-alkylation and syn-aldol reactions, which build either enantiomers or diastereomers containing flexible function groups for further elaboration. Fluorous quasiracemic synthesis involves synthesis of both enantiomers of a target compound in a single synthesis by implementation of a fluorous tagging strategy. Here, two different fluorous-tagged oxazolidinones were synthesized in an efficientt synthetic strategy. Preliminary alkylation and aldol condensation of the fluorous-tagged imides derived from the corresponding oxazolidinones were carried out and compared with the non fluorous-tagged imide in the aspect of yield and diastereomer ratios. The alkylation and aldol reactions of the quasiracemic mixture were conducted and the resultant crude products were subjected to HPLC analysis.}
}