M. E. Duggan

Reactions of 2,3-epoxyhalides. Synthesis of optically active allylic alcohols and homoallylic epoxides

Abstract Mild and efficient reactions for the conversion of optically active 2,3-epoxy-halides to optically active allylic alcohols and optically active epoxides are described.

Thermal cycloadditions of dimethyl acetylenedicarboxylate with cyclic enolethers. An entry into medium size oxocyclic systems

Abstract Thermal cycloaddition of dimethyl acetylenedicarboxylate with a series of cyclic enolethers gave the corresponding bicyclic compounds which were expanded to medium size oxocyclic systems by further thermolysis or Lewis acid catalysis.

Activation of 6-endo over 5-exo epoxide openings. Ring-selective formation of tetrahydropyran systems and stereocontrolled synthesis of the ABC ring framework of brevetoxin B

A new synthetic strategy for the regio- and stereo-specific synthesis of tetrahydropyran systems involving 6-endo epoxide openings and its applicaiton to the construction of the ABC ring system of brevetoxin B are described.

Stereospecific synthesis of 1,1-dialkylglycosides

A new method for the synthesis of 1,1-dialkylglycosides from glycals by sequential electrophilic and nucleophilic alkylations is described.