Tetrahedron Letters p. 5531 - 5534 (1987)
Update date:2022-07-29
Topics:
Crozet, Michel P.
Jentzer, Olivier
Vanelle, Patrice
Salts derived from 2-nitropropane react with 2-(halomethyl)-9,10-anthracenedione or triethylammonium derivative by a SRN1 mechanism.The operation of this mechanism is confirmed by the leaving group effect and by the inhibitory effect of di-tert-butylnitroxide.A base-promoted nitrous acid elimination gives a 9,10-anthracenedione bearing a trisubstituted ethylenic double bound in the 2 position.
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Doi:10.1016/S0040-4039(00)96403-7
(1987)Doi:10.1002/cplu.201800510
(2018)Doi:10.1002/chem.200802341
(2009)Doi:10.1021/ja01559a066
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(1955)
