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5-N,C-Disubstituted cyclopentadienes for facially selective Diels-Alder reactions Kim, Simon J.


This thesis describes research on the Diels-Alder facial selectivities of 5-N,C-disubstituted cyclopentadienes. Two novel chiral cyclopentadienes were created, both display facial selectivity in Diels-Alder reactions. Moreover, the two cyclopentadienes display opposing facial selectivities, and thus allow tunable control of faciality. The results obtained in the course of these studies have important implications for ongoing synthetic efforts in our laboratory.

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