Allyltrimethylsilane → HCID 22884183, compound

Participants

Reaction Conditions

Reaction Steps

Aluminium trichloride (1 g) was cooled to -78° C. under a nitrogen atmosphere and dichloromethane (15 ml) was added. A solution of trans-6-(benzenesulfonyl)tetrahydro-2H-pyran-2-methanol acetate (S. V. Ley et al., Tetrahedron (1989), 45 (13), 4293) (1 g) and allyl trimethylsilane (835 mg) in dichloromethane (10 ml) was then added dropwise. The reaction was stirred at -78° C. for 2 h, then -35° C. for 1 h. After quenching with 1N HCl and extracting with dichloromethane the crude product was purified by flash chromatography (40% EtOAc/hexane) to give the title compound of (414 mg).

Provenance & Evidence