
Chemistry of Heterocyclic Compounds p. 665 - 669 (1987)
Update date:2022-08-04
Topics:
Belostotskii, A. M.
Shapiro, A. B.
Like branched primary amines, unbranched mercaptans react with 1,2,2,6,6-pentamethyl-3,5-dimethylene-4-piperidone to give products of ring opening.On the basis of the data obtained, a reaction scheme that includes the intermediate formation of 3,7-diazabicyclo<3.3.1>nonan-9-one seems less likely as compared with a scheme involving elimination from the monocyclic piperidine system.It is also shown that steric interaction of the vicinal substituents is one of the important factors that promote β elimination.
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Doi:10.1016/S0040-4039(00)95480-7
(1987)Doi:10.1002/jhet.5570170565
(1980)Doi:10.1002/chem.200802444
(2009)Doi:10.1007/BF01106288
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(1968)Doi:10.1021/ja00343a008
(1983)