O5-Methyl-(.+-.)-(2'R, 3'S)-psorospermin

…, AT McKenzie, SR Byrn, JM Cassady

Index: Ho, David K.; McKenzie, Ann T.; Byrn, Stephen R.; Cassady, John M. Journal of Organic Chemistry, 1987 , vol. 52, # 3 p. 342 - 347

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Citation Number: 30

Abstract

Compound 3 underwent 0-alkylation with allyl bromide and potassium carbonate in acetone to give the 3-(allyl-0xy) xanthone 4 as the major product and the l, &bis (al-1yloxy) xanthone 5 as the minor produce (12: l ratio). The 1-hydroxyl group of 3 is chelated (appearing at 6 12.81 in the NMR) with the carbonyl function and therefore is much less susceptible to 0- alkylation. The separation of 4 and 5 can be conveniently done by column ...