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45334-G1
Metal Alkoxide-Mediated Regio- and Stereoselective C-C Bond-Forming Reactions for Complex Molecule Synthesis

Glenn Christopher Micalizio, Yale University

The research supported by this grant is focused on the development of new reactions in organic chemistry that provide for convergent union of complex molecules via the chemistry of metal–pi complexes. When this project began, our laboratory had reported the successful cross-coupling of a small subset of pi-systems: 1) internal alkyne–terminal alkyne, 2) internal alkyne–internal alkyne, 3) internal alkyne–aldehyde. Over the course of this first year of support by the ACS, we have been able to describe a number of new cross-coupling reactions: 1) internal alkyne–substituted olefin, 2) internal alkyne–imine, 3) imine–substituted olefin, 4) allene–alkyne, and 5) allylic alcohol–alkyne.

We are continuing to build a solid foundation for this area of chemistry, with the aim of developing a large suite of reactions capable of providing pathways for convergent assembly of complex organic architectures via site-, chemo-, and stereoselective C–C bond formation.

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