Tetrahedron

Stéréochimie-LVII: Etude stéréochimique et cinétique de la bromation d'esters et d'éthers énoliques stéroidiques11Ce travail à été présenté au Symposium du 60c …

A Calvet, M Jozefowicz, J Levisalles

文献索引：Calvet, Alain; Jozefowitz, Marcel; Levisalles, Jacques Tetrahedron, 1983 , vol. 39, # 1 p. 103 - 115

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被引用次数: 6

摘要

Absolute rates of bromination were measured for two series of derivatives of steroidal ketones 3, enol acetates 1 and enol methyl ether 2. Axial substituents exhibited a large effect on rates, which increased by 15,000 fold on going from (X= CH3; Y= CN) to (X= Y= H). From the bromide ion effect it was concluded that the first step (formation of an intermediate bromonium ion) was reversible and that the second step (formation of haloketones 4 or 5 ...