Abstract
Excerpt: Thesame reaction conditions as for the preparation of 21 were applied,but Mel was used as the alkylating reagent instead of n-BuBr.This afforded the desired sulfone 22 as a mixture of diastereomers(88:12) in 95% yield: IR 3029, 2932,1446,1298,1145,1071 cm"1;NMR (major diastereomer) 5 7.95-7.85 and 7.72-7.50 (m, 5H, Ar), 5.97-5.89 (m, 1 , H-l), 5.67 (dq, J = 10.1,1.4 Hz, 1 H,H-2), 2.15-1.56 (m, 4 , H-6, H-4, and one H-5), 1.42 (s, 3 H, allylicMe), 1.42-1.23 (m, 1 H, one of H-5), 1.15 (d, J = 6.6 Hz, 3 H,homoallylic Me); 13C NMR 136.20,133.32,133.12,130.42,128.42,126.73, 68.09, 31.62, 27.95,24.34,17.11,16.16; MS (Cl, isobutane)251. Anal. Caled for C14H1802S: C, 67.17; H, 7.25. Found: C,66.95, , 7.10.