The favorable environmental and reactivity qualities of organocatalysts are contributing to the popularization of this method for the acceleration of enantioselective reactions.  Research in our group1 has been focused on the synthesis of camphor-derived hydrazide based organocatalysts for enantioselective cycloaddition processes.  Recent results2 suggest that the presence of an exocyclic electron withdrawing group on the hydrazide moiety, as well as the incorporation of the hydrazide moiety into a 6-membered ring, may have a beneficial effect on the kinetics of the catalysts.  Efforts are currently underway to synthesize and test a variety of camphor-based cyclic hydrazides, varying both the ring size and placement of the electron withdrawing group.   1Lemay, M.; Ogilvie, W. W. Org. Lett. 2005 , 7, 4141.2 Brazier, J. B.; Cavill, J. L.; Elliott, R. L.; Evans, G.; Gibbs, T. J. K.; Jones, I. L.; Platts, J. A.; Tomkinson, N. C. O. Tetrahedron, 2009 , 65, 9961.

Synthesis of 5- and 6-membered cyclic hydrazides as organocatalysts for cycloaddition reactions

243rd National Meeting (2012)

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