An Insight into the Novel Ring Transformation Reactions Using Ethylene Glycol/BF3

DOI: 10.1016/S0040-4020(01)82395-4

Source and publish data:

Tetrahedron p. 8523 - 8528 (1991)

Update date:2022-08-03

Topics:

Authors:

Yamamoto, Takayoshi

Suemune, Hiroshi

Sakai, Kiyoshi

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Article abstract of DOI:10.1016/S0040-4020(01)82395-4

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.

Full text of DOI:10.1016/S0040-4020(01)82395-4

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