反应详情

Into a solution of (+−)-trans-1-t-butyldimethylsilyloxymethyl-4-methylene-2-phenylcyclopentane from Step C (2.2 g, 7.3 mmol) in methanol (100 mL) cooled in a dry ice/acetone bath was bubbled ozone until the blue color persisted. The excess ozone was removed with a stream of nitrogen and then dimethylsulfide (5 mL) was added. After 10 min, the bath was removed and the reaction was allowed to warm to RT over 2 h. The volatiles were removed in vacuo and the residue was purified by FC (15-30% ethyl acetate in hexanes) to give the title compound (1.9 g).

1. customwas bubbled ozone until the blue color
2. customThe excess ozone was removed with a stream of nitrogen
3. additiondimethylsulfide (5 mL) was added
4. customthe bath was removed
5. customThe volatiles were removed in vacuo
6. customthe residue was purified by FC (15-30% ethyl acetate in hexanes)