Tetrahedron p. 1413 - 1421 (1974)
Update date:2022-08-05
Topics:
Salaun
Garnier
Conia
Cyclopropanols 5, 6 and 2 with substituent groups (-CH2OH, -CH2OTs, -CH2Br) in the 1-position, and oxaspiropentane 8, have been prepared from methylenecyclopropane. Cyclopropanols with vinyl groups in the 1-position (1-vinyl 12, 1-cyclopentenyl 13 and 1-cyclohexenyl 14) and 1-cyclopropylcyclopropanol 20 have been prepared from 1, 3-dichloroacetone. Each of the compounds readily undergoes ring expansion to the corresponding cyclobutanones. The reaction provides a simple route to cyclobutanones, the parent ketone itself being easily obtained from oxaspiropentane 8.
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()Doi:10.1021/ja01201a022
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(1954)Doi:10.1016/j.tet.2011.06.073
(2011)Doi:10.1002/mrc.1260290206
(1991)Doi:10.1002/chem.200400253
(2004)
