Tributyltin Chloride → HCID 18396100, compound

Participants

Reaction Steps

To a solution of potassium tert-butoxide (0.42 g, 3.75 mmol) in anhydrous THF (10 mL) was added nBuLi (4.13 mmol) at -78° C. After 15 minutes, tri-O-methoxy-D-glucal (Example 7, 0.194 g, 1.03 mmol) was added in THF (5 mL). After stirring for one hour, tributylstannyl chloride was added and the mixture was allowed to warm to room temperature at which time it was cooled to 0° C. and quenched with ammonium chloride (sat.) and extracted with ethyl acetate three times. The organic layer was washed with water and brine, dried (NaSO4), filtered and concentrated to yield the title compound (0.24 g, 49%) as a clear liquid.

Provenance & Evidence