Asymmetric 1,3-Dipolar Cycloaddition Reactions

Several novel synthetic reactions of arenes and alkanes discovered and investigated in our laboratory are summarized here. These include olefin arylation, hydroarylation of alkynes, hydroxylation of arenes, carboxylation of arenes and alkanes, and aminomethylation and acetoxylation of alkanes. Most of these reactions are catalyzed by highly electrophilic transition metal cationic species generated in situ in an acid medium, involving electrophilic metalation of C−H bonds of arenes and alkanes which lead to the formation of aryl−metal and alkyl−metal σ-complexes.

Catalytic functionalization of arenes and alkanes via C-H bond activation.

We present an approach to couple ab initio quantum mechanical geometry optimiuzations with molecular mechanical optimizations, with the added capability to carry out molecular dynamics simulations of the systems to earch for new local minima. The approach is applied to the aqueous solution CH3Cl + Cl− exchange reaction and the gas phase protonation of polyethers.

A combined ab initio quantum mechanical and molecular mechanical method for carrying out simulations on complex molecular systems: Applications to the CH3Cl + Cl− exchange reaction and gas phase protonation of polyethers

Synthesis of Heterocycles via Palladium π-Olefin and π-Alkyne Chemistry

Susan R. Moses

Papers

Stereoselective nitrile oxide cycloadditions to chiral allyl ethers and alcohols. The inside alkoxy effect

Steric Models for Stereoselectivity of Nitrile Oxide Cycloadditions to Chiral Alkenes

Stereoselective nitrile oxide cycloadditions to chiral allyl ethers and alcohols. the inside alkoxy effect

Steric Models for Stereoselectivity of Nitrile Oxide Cycloadditions to Chiral Alkenes.