Peer-Reviewed Journal Details
Mandatory Fields
Heaney, F,Kelly, BM,Bourke, S,Rooney, O,Cunningham, D,McArdle, P
1999
January
Journal Of The Chemical Society-Perkin Transactions 1
Site selectivity in the addition of ketoximes to activated allenes and alkynes; N- versus O-alkylation
Published
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Optional Fields
CYCLIZATION-CYCLOADDITION REACTIONS X=Y-ZH SYSTEMS CYCLIC NITRONES ALKENYL OXIMES 1,3-AZAPROTIO CYCLOTRANSFER 1,3-DIPOLAR CYCLOADDITIONS POTENTIAL 1,3-DIPOLES RING DIPOLAROPHILES PIPERIDINES
143
148
Reaction of ketoximes with methyl propiolate afforded geometrical isomers of the methyl 3-(hydroxyimino)propanoates 4 and of the O-vinyl oximes 5 as well as the 2-isoxazoline 6. With dimethyl penta-2,3-diendioate 8c reaction progressed via an O-alkylation to give the O-oxime ethers 9, only in the case of cyclopentanone oxime was the spirocyclic dihydroazepinol 11 also obtained, its identity has been confirmed by an X-ray structure determination.
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