Triphenylphosphine → (+/-)-Tert-butyl(2,3,6,7,8,9-hexahydronaphtho[1,2-b]furan-2-ylmethoxy)dimethylsilane

Participants

Reaction Steps

Treatment of (±)-2-(3-{[tert-butyl(dimethyl)silyl]oxy}-2-hydroxypropyl)-5,6,7,8-tetrahydronaphthalen-1-ol (5.75 g, 0.017 mol) with triphenylphosphine (4.71 g, 0.018 mol) and diethylazodicarboxylate (3.12 g, 0.018 mol) generally according to the procedure described for Intermediate 5 provided 4.38 g (80%) of (±)-tert-butyl(2,3,6,7,8,9-hexahydronaphtho[1,2-b]furan-2-ylmethoxy)dimethylsilane as a colorless oil. Rf=0.71 (silica, ethyl acetate:hexanes 1:5); Anal. calcd. for C19H30O2Si: C, 71.64; H, 9.49. Found: C, 71.4; H, 9.62.

Provenance & Evidence