Arylcyclopropane photochemistry. Unusual aromatic substituent effects on the photochemical rearrangement of (2-arylcyclopropyl) methyl acetates to 1-arylhomoallyl …

SS Hixson, LA Franke, JA Gere…

Index: Hixson; Franke; Gere; Xing Journal of the American Chemical Society, 1988 , vol. 110, # 11 p. 3601 - 3610

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Citation Number: 18

Abstract

1 H), 4.08-4.53 (m, CH20, 2 H), 7.20 (br s, Ph, 5 H); I3C NMR ... (t), 50.5 (s), 50.7 (d), 68.9 (t), 126.5 (d), 127.8 (d), 130.1 (d), 136.8 (s), 173.4 (s); IR (neat, film) 1720 cm-l; MS, calcd for C17H2402S2 34.1218, found 324.123 1. General Reduction Procedure of 3 (R2 = CH2CH(SMe)2). A crude product 3 (0.10 g) (obtained in entries 4, 8, 9, 12, and 13) was heated under reflux over Raney nickel W4 in ethanol (4 mL) for 5 h. Filtration through Celite pad and concentration ...