Double α-ketol rearrangement of (−)-1-{(1S,2R,4R)-1-ethenyl-2-hydroxy-7,7-dimethylbicyclo[2.2.1]hept-2-yl}ethan-1-one

Double α-ketol rearrangement of (−)-1-{(1S,2R,4R)-1-ethenyl-2-hydroxy-7,7-dimethylbicyclo[2.2.1]hept-2-yl}ethan-1-one

The title compound undergoes α-ketol rearrangement by the action of Lewis acids and bases to give the expected and double-rearrangement ring expansion products. Some specific features of the process are discussed.

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Veröffentlicht in:Russian journal of organic chemistry 2006-06, Vol.42 (6), p.839-843
Hauptverfasser: Vostrikov, N. S., Vasikov, V. Z., Akulova, L. V., Fatykhov, A. A., Khursan, S. L., Spirikhin, L. V., Miftakhov, M. S.
Format: Artikel
Sprache:eng
Schlagworte:
Lewis acid
Organic chemistry
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Zusammenfassung:The title compound undergoes α-ketol rearrangement by the action of Lewis acids and bases to give the expected and double-rearrangement ring expansion products. Some specific features of the process are discussed.
ISSN:1070-4280
1608-3393
DOI:10.1134/S1070428006060042