Tetrahedron p. 8523 - 8528 (1991)
Update date:2022-08-03
Topics:
Yamamoto, Takayoshi
Suemune, Hiroshi
Sakai, Kiyoshi
The ring transformation of cyclic ketones with a carbonyl function at the side chain under acetalization conditions (BF3/ethylene glycol) was studied.The results suggested that this reaction proceeds via acetal pathway as a major course and hemiacetal pathway as a minor course. cis-Cyclohexane-1,2-diol was found to be more effective than ethylene glycol for this ring transformation. Key words: ring transformation; aldol condensation; acetalization; Grob fragmentation; boron trifluoride.
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Doi:10.1016/0040-4039(91)80417-5
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(1991)
