… in α-Trimethylsilyloxy-β-oxo Phosphonates and α-Ethoxy-β-oxo Phosphonates. The Synthesis of Unsymmetrical α-Hydroxy Ketones Utilizing 1: 1 Carbonyl Adducts of …

M Sekine, M Nakajima, T Hata

Index: Sekine, Mitsuo; Nakajima, Masashi; Hata, Tsujiaki Bulletin of the Chemical Society of Japan, 1982 , vol. 55, # 1 p. 218 - 223

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Citation Number: 7

Abstract

α-Lithiated diethyl α-(trimethylsilyloxy) benzylphosphonate underwent facile acylation with various acylating agents to afford the corresponding α-acylated products in good yields. On treatment of the α-acylated products with 1 M NaOH–EtOH (1: 1, v/v) the P–C bond was cleaved with elimination of diethyl phosphate to give α-hydroxy ketones predominantly. On the other hand, when diethyl α-acyl-α-ethoxybenzylphosphonates were treated under the ...