The Journal of Organic Chemistry

Synthesis and deprotection of [1-(Ethoxycarbonyl)-4-[(diphenylmethoxy) carbonyl]-1-methyl-2-oxobutyl] triphenylphosphonium chloride: a key intermediate in the …

AD Abell, KB Morris, JC Litten

Index: Abell, Andrew D.; Morris, Kathryn B.; Litten, J. Christopher Journal of Organic Chemistry, 1990 , vol. 55, # 18 p. 5217 - 5221

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Citation Number: 21

Abstract

[1-(Ethoxycarbony1)-4-[(diphenylmethoxy) carbonyl]-l-methyl-2-oxobutyl] triphenylphosphonium chloride (16) has been synthesized as an unstable oil. Removal of the (dipheny1methoxy) carbonyl group gave E enol lactone 5 stereoselectively and without evidence of phosphonium salt 8. When enol lactone formation is not favored as with phosphonium salt 27, loss of triphenylphosphine oxide occurs to yield an allene. ...