EXPERIMENTAL SECTION FOR CREAITON OF COMPOUND 6 FROM 13

A solution was prepared 2.90g (7.63 mmol) of 13 in 150mL of methylene chloride containing 3 Å MS beads (15g) at at 0 °C. Then 9.24g, or 5.5mL, (68.4 mmol, 9.0 eq) of freshly distilled sulfuryl chloride was added dropwise over a period of 5 minutes so that the solution changes color from green to purple to pink. Then, 4.06g, or 4.4mL, (37.9mmol, 5.0 eq) of freshly distilled 2,6-lutidine was added in drops over 5 minutes and the reaction then was stirred for 30 minutes at 0 °C. 50g of ice and 100mL of water that had been previously cooled to 0 °C were added, after which the mixture was added to a separatory funnel and vigorously shaken for 10 minutes. The layers were separated by extracting the aqueous layer with 2x100mL of methylene chloride. The combined organic compounds were dried with anhydrous magnesium sulfate and the solvent was removed under reduced pressure. The mixture (an oil) was purified via flash column chromatography on silica gel, where the solvent was 1:3 methylene chloride: hexanes. This process yielded 1.07 g (2.82mmol) of compound 6, with a 37% yield in the form of a yellow oil. Minor products bis-chloroketone 21 and the epichloroketone 17-epi-6 were also isolated in approximately 15% yield.