Novel Routes to Enol Ethers, Unsymmetrical Ketones,. alpha.-Bromoalkyl Ketones, 1, 4-Diketones, 2-Ethoxy-2-cyclopentenones, and. alpha.-Keto Enamines

AR Katritzky, G Zhang, J Jiang

Index: Katritzky, Alan R.; Zhang, Guifen; Jiang, Jinlong Journal of Organic Chemistry, 1995 , vol. 60, # 23 p. 7605 - 7611

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Citation Number: 22

Abstract

Highly regioselective sN2'reactions of adducts 6 (readily prepared by reactions of halides with the allyl anion 12 of 11) with Grignard reagents gave enol ethers 13, which were converted (in one-pot reactions from 11) into ketones 14 and a-bromoalkyl ketones 15 in good yields. The monoprotected 1, 4-diketone derivative 16 (prepared by Michael addition of the allyl anion 12 with methyl vinyl ketone) was converted both into l, 4-diketones 18 ...