1, 4-Dehydrobromination of 1-bromo-1, 2, 3-butatrienes: an efficient synthesis of 1, 4-disubstituted 1, 3-diynes

…, SM Harris, JE Baldwin

Index: Ziegler, Carl B.; Harris, Sonja M.; Baldwin, J. E. Journal of Organic Chemistry, 1987 , vol. 52, # 3 p. 443 - 446

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Citation Number: 26

Abstract

According to this procedure, silyl enol ethers 18-24 (Table 11) were isolated and identified as follows, respectively. 18: IR (liquid film, cm-') 1660, 1595;'H NMR (CDCl,) 6 0.17 (s, 9 H), 3.24 (d, J= 7.0 Hz, 2 H), 5.24 (d oft, J= 12.2 and 7.0 Hz, 1 H), 6.33 (d, J= 12.2 Hz, 1 H), 7.23 (s, 5 H); mass spectrum (M+ at m/e) 206. 1 9 IR (liquid film, cm-') 1655;'Hnmr (CDCl,) 6 0.12 (s, 9 H), 0.93 (d, 3 H), 1.1-2.2 (m, 5 H), 1.57 (s, 3 H), 1.66 (s, 3 H), 4.7-5.3 (m, 2 H), 6.15 (d, ...