A new synthesis of 1, 5-dicarbonyl compounds under neutral conditions

N Ono, H Miyake, A Kaji

Index: Ono, Noboru; Miyake, Hideyoshi; Kaji, Aritsune Journal of the Chemical Society, Chemical Communications, 1983 , # 16 p. 875 - 876

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Citation Number: 17

Abstract

Michael addition of or-nitroketones to methyl vinyl ketone or acrylaldehyde followed by denitration with Bu3SnH affords 1,5-dicarbonyl compounds in good yields. ... 1,5-Dicarbonyl compounds (3) are an important class of com- pounds especially as intermediates for the preparation of cyc1ohexenones.l The available routes to (3) include 1,4- addition of enolates or enolate equivalents to or$-unsaturated carbonyl compounds,2 or alkylation of ketones with a 3-0x0- alkyl ...