55675-00-8Relevant academic research and scientific papers
Studies of the slowing of the dienone-phenol rearrangement of a steroidal 1,4-dien-3-one by the introduction of an 11-keto group.
al-Zamil,Waring
, p. 663 - 676 (1989)
It has been shown previously that steroidal 11-keto-1,4-dien-3-ones undergo dienone-phenol rearrangement significantly more slowly than their 11-deoxy-, or 11 beta-hydroxy- and 11-acetoxy analogs. We have tested the explanations suggested for this, and are able to reject most of them. There remains the probability that the 11-keto group reduces the migrating ability of the adjacent atom, C-9, which frequently migrates in steroidal rearrangements.
