Diethyl Ether → HCID 13767771, compound

Participants

Reaction Steps

113 mg (0.27 mmole) of (4R)-5-[(E)-6-methoxycarbonylhexylidene)-4-octyl-4-trimethylsilyloxy-2-cyclopentenone was dissolved in 20 ml of tetrahydrofuran, and at 0° C., 1 ml (1 mmole) of n-Bu4NF (1 M in THF) was added. The mixture was stirred for 15 minutes. Ether and a saturated aqueous solution of sodium chloride were added. The aqueous layer was extracted with ethyl acetate. After filtration and concentration, the residue was subjected to TLC (n-hexane:AcOEt=1:1) to obtain 31 mg (33%) of (4R)-5-[(E)-6-methoxycarbonylhexylidene)-4-hydroxy-4-octyl-2-cyclopentenone.

Provenance & Evidence