ORGN 140-8-Aryl menthamine-derived scaffolds for iminium ion catalysis

Antonio M. Ruda, Julie L. Cavill, Nicholas C. O. Tomkinson

Research output: Contribution to journalConference Contribution

Abstract

This poster will describe a novel series of mol. scaffolds for the acceleration of iminium ion catalyzed processes. Drawing inspiration from Corey's 8-Ph menthol chiral auxiliary we have developed a concise synthesis of a new family of secondary amines and investigated their catalytic activity in the Diels-Alder reaction. Importantly, starting from (+)-pulegone as the source of chirality the nature of the asym. induction in the catalytic reaction can be altered by use of either the cis- or the trans-catalyst. Our investigations into variation of the nature of the arom. to modulate a proposed face-face π-π interaction in the transition state will also be reported. [on SciFinder(R)]
Original languageEnglish
Pages (from-to)140-ORGN
JournalAbstracts of papers - American Chemical Society
Volume232
Publication statusPublished - 10 Sep 2006
Event232nd ACS National Meeting - San Francisco, United States
Duration: 10 Sep 200614 Sep 2006

Keywords

  • 8-aryl menthamine-derived
  • scaffolds
  • iminium ion catalysis

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