反应详情

3.05 g (6.00 mmol) of tert-butyl-[(1S,4aR,5R,8aR)-5-((R)-4,4-dibromo-1-methyl-but-3-enyl)-4a-methyl-decahydro-naphthalen-1-yloxy]-dimethyl-silane was dissolved in 35 ml of abs. THF and cooled down to -78°. 11.6 ml of nBuLi (1.55M, hexane) was slowly added and the temperature maintained for 1 h. 2.15 ml (29.3 mmol) of acetone, dissolved in 5 ml of abs. THF, was then added to the resultant acetylide-solution and allowed to react for 30 minutes. The reaction was quenched by pouring onto crushed ice/NH4Cl, extracted twice with ether, washed with water and brine, dried over sodium sulfate and evaporated to dryness. Flash chromatography (SiO2, hexane/AcOEt=9/1) yielded 1.93 g of the title compound as colorless oil.

1. temperaturethe temperature maintained for 1 h
2. customto react for 30 minutes
3. customThe reaction was quenched
4. additionby pouring
5. customonto crushed ice/NH4Cl
6. extractionextracted twice with ether
7. washwashed with water and brine
8. dry with materialdried over sodium sulfate
9. customevaporated to dryness