Isoamyl alcohol, viii

Note TLC was performed on silica gel, and the solvents were (1) -bntanol/glacial acetic acid/water (2 1 1, v/v), (IV) isoamyl alcohol/ethy methyl ketone/glacial acetic acid/water (40 40 7 13, v/v), (VII) n-bntanol/2-propanol/water/glacial acetic acid (30 50 10 2, v/v), (VIII) ethyl methyl ketone/acetic acid/methanol (3 1 1, v/v), and (IX) n-bntanol/benzyl alcohol/glacial acetic acid (8 4 3, v/v). 

Scheme 51. Reaction conditions i, PhLi-Et20 Br(CH2)2CH(OMe)2 ii, PhLi MeCN H3O + iii, (CH20H)2, p-TsOH iv, Na-isoamyl alcohol v, aq 5% HCl vi, p-TsOH vii, (CH2SH)2 viii, Raney W-2 Ni ix, AcOH-pyrrolidine.

Scheme 52. Reaction conditions i, BrCH2CH2CH(OMe)2, PhLi, MeCN, HsO" ii, ethylene glycol, p-TsOH iii, Na-isoamyl alcohol iv, aq 5% HCl v, AcOH-pyrrolidine vi, MeLi SOCI2 vii, H2-Pt02-Me0H viii, m-CPBA.

Reagents i, BrCH2CH2CH(OMe2), BuLi ii, PhLi, ether, slow addition of MeCN iii, TsOH-(CH20H)2-PhMe iv, Na-isoamyl alcohol v, 5% aq. HCl vi, TsOH-PhMe, reflux vii, (HSCH2)2 BF3 viii, Raney Ni-EtOH, reflux ix, pyrrolidine-AcOH-THF. 

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See also in sourсe #XX -- [ , ]

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