Zinc(II) bromide catalyzes the addition of terminal acetylenes to both saturated and unsaturated
aldehydes in good to excellent yield at room temperature in the presence of trimethylsilyl
trifluoromethanesulfonate (TMSOTf) and Hunig's base (i-Pr2NEt). No reaction is observed under
similar conditions in the absence of TMSOTf. Desilylation of the initial product provides access
to synthetically useful propargyllic alcohols.
Vinamidinium salts and β-chloroenals were utilized for the development of two synthetic
routes towards the biologically active marine alkaloid Lamellarin G trimethyl ether. Both routes
culminated at a key intermediate previously prepared by Wolfgang Steglich and co-workers in
their total synthesis of Lamellarin G trimethyl ether. The route employing vinamidinium salts
reached the Steglich synthon in ten steps and is modular in nature, making it amenable for
structure activity relationship studies.
This report describes the efforts in the Stevenson Lab to optimize a new sensor built to sample
hydrophobic pollutants in water. The sensor known as the Semi-Permeable Membrane Device-
Fiber Optic Sensor (SPMD-FOS), integrates the principles of passive sampling and fluorescence
spectroscopy to create a real time measurement instrument capable of sensor trace levels of
hydrophobic pollutants in water.