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Synlett 1992; 1992(3): 217-219
DOI: 10.1055/s-1992-21318
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The Claisen-Johnson Rearrangement Route to 1,4-Dicarbonyl Compounds: Synthesis of Ethyl 4-Ethoxy-4-alkenoates as Masked 4-Oxo Esters

Rong Bao* , Serafín Valverde, Bernardo Herradón
  • *Instituto de Química Orgánica General, C.S.I.C., C/ Juan de la Cierva 3, E-28006 Madrid, Spain
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Publication Date:
08 March 2002 (online)

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The Claisen-Johnson rearrangements of the ketene dialkyl acetals formed from 2-ethoxyallyl alcohol derivatives 2 and triethyl orthoacetate give stereoselectively ethyl (Z)-4-ethoxy-4-alkenoates 4, which are masked forms of 4-oxo esters.

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