Archiv der Pharmazie p. 917 - 920 (1988)
Update date:2022-07-29
Topics:
Holgrabe, Ulrike
Piening, Barthold
Kohlmorgen, Rolf
Stoll, Elke
5-Oxo-2,6-methano-2-benzazocines are obtained by oxidation of various substituted methyl N-benzyl-4-oxo-3-piperidine carboxylates 1a, c-g with cerium(IV)sulfate.The corresponding diester 1h leads to a dehydrogenated methanobenzazocine 5h, additionally.By-products of nearly all oxidations are the corresponding 1,4,5,6-tetrahydro-3-(methoxycarbonyl)-pyridin-4-ones 3 and 1,4-dihydro-3-(methoxycarbonyl)pyridin-4-ones 4.
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Doi:10.1016/S0960-894X(02)00252-4
(2002)Doi:10.1016/j.poly.2008.06.013
(2008)Doi:10.1271/bbb.62.1589
(1998)Doi:10.1039/b804414g
(2008)Doi:10.1007/s00044-010-9521-0
(2012)Doi:10.1080/00397919208021662
(1992)