期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 70, 期 4, 页码 1497-1500出版社
AMER CHEMICAL SOC
DOI: 10.1021/jo0402529
关键词
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An efficient 1,2-acyl group migration reaction based on contiguous formation and breaking tactics of 1-oxycyclopropane-2-carboxylate as an intermediate is developed. Thus, the reduction of 2-cyclohexenones, bearing gem-acyl/alkoxycarbonyl groups at the C4 position, with Sm(II) reagent leads to 2-acyl-4-oxycyclohexanecarboxylates via cyclization followed by retro-aldol cleavage of the resulting donor/acceptor cyclopropane. Mechanistic insights and the scope of the reaction are described.
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