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Canadine methiodide

In a novel synthetic route involving the transformation of a tetrahydroproto-berberine nucleus to a pavine skeleton (Scheme 10) 119), canadine methiodide (67), was subjected to Hofmann degradation to yield styrene 68. This compound was successively oxidized with osmium tetraoxide-sodium periodate and the... [Pg.340]

Stevens rearrangements of canadine methiodide (96 R1R2 = CH2) and of tetra-hydropalmatine methiodide (96 Rls=R2 = Me) occur with sodium di(2-methoxyethoxy)aluminium hydride under reflux in dioxan each affords a mixture of the corresponding spiro-base (97) and the 8-methyl compound (98) in the proportions of ca. 3 2.103,104... [Pg.105]

A related hydroperoxide intermediate has been proposed in the photochemical oxidation of canadine methiodide to allocryptopine by Hanaoka and cO Workers. ... [Pg.300]

Z-Canadine with methyl iodide yields a mixture of a- and 8-methiodides, the former being convertible into the latter by heating to its melting point (230°). This isomerism is due to the introduction of another center of asymmetry at the nitrogen atom and already had been studied (211, 217, 218), but it was Pyman (219) who elucidated the nature of the products obtained when the methohydroxides are dehydrated. Since the nitrogen in tetrahydroberberine is common to two rings, its methohydroxide (XXII)... [Pg.91]

See other pages where Canadine methiodide is mentioned: [Pg.11]    [Pg.136]    [Pg.136]    [Pg.136]    [Pg.63]    [Pg.11]    [Pg.136]    [Pg.136]    [Pg.136]    [Pg.63]    [Pg.333]    [Pg.336]    [Pg.338]    [Pg.519]    [Pg.180]    [Pg.181]    [Pg.591]   
See also in sourсe #XX -- [ Pg.6 , Pg.491 , Pg.492 ]

See also in sourсe #XX -- [ Pg.63 ]



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