Synthesis of. omega.-bromo ketones

HO House, CY Chu, WV Phillips…

Index: House,H.O. et al. Journal of Organic Chemistry, 1977 , vol. 42, # 10 p. 1709 - 1717

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Citation Number: 25

Abstract

Various methyl ketones 8, 9, 21, 24, 26, 27, 34, and 54 containing terminal vinyl groups have been synthesized by regiospecific alkylations of metal enolates with allyl bromide, by the conjugate addition of (CHz= CH) &uLi or CHz= CHMgBr with MelSCuBr as a catalyst to enones, and by other procedures. The light-catalyzed radical-chain addition of HBr in pentane solution to these olefinic ketones constituted an efficient method for the synthesis ...