Big Chemical Encyclopedia

Chemical substances, components, reactions, process design ...

Articles Figures Tables About

7a-Hydroxyisoatisine

The chemical work on ajaconine has been reviewed (<5) in Volume XII of this treatise. Recently, Pelletier and Mody reported (57) an unusual rearrangement of ajaconine to 7a-hydroxyisoatisine (82) via a disfavored 5-endo-trigonal ring closure, which is discussed in Section V. [Pg.125]

Recently, Pelletier and Mody (87) reported an unusual rearrangement of ajaconine (80), via a disfavored 5-endo-trig ring closure, to the more stable oxazolidine ring-containing compound, 7a-hydroxyisoatisine (82). They called attention to apparent violations of Baldwin s cyclization rules (151)... [Pg.149]

Refluxing ajaconine in methanol afforded a mixture from which a new compound identified (87) as 7a-hydroxyisoatisine (82) was isolated. The structure of the latter was established by 1H- and UC-NMR spectroscopy. When ajaconine was refluxed in CH3OD under nitrogen, a mixture of C-19, C-20-deuterated ajaconine (206) and C-19,C-20-deuterated 7 -hydroxy-isoatisine (207) was formed. Incorporation of deuterium in 206 and 207 indicated that ajaconine ionized and rearranged to 207 and that these species are in equilibrium in refluxing methanol. [Pg.153]

Pelletier and Mody (87) have studied the behavior of ajaconine (88) in ionic and nonionic solvents with the aid of 13C-NMR spectroscopy. They established the structure of 7a-hydroxyisoatisine (82) and reported the 13C-NMR spectra of 80, 82, atisinium chloride (5), and ajaconium chloride (203). [Pg.162]

The alkaloid ajaconine (33) undergoes an unusual rearrangement to 7a-hydroxyisoatisine (34) on heating in methanol. [Pg.361]


See other pages where 7a-Hydroxyisoatisine is mentioned: [Pg.18]    [Pg.154]    [Pg.155]    [Pg.124]    [Pg.224]    [Pg.18]    [Pg.154]    [Pg.155]    [Pg.124]    [Pg.224]   
See also in sourсe #XX -- [ Pg.18 , Pg.209 , Pg.254 ]




SEARCH



7-Hydroxyisoatisines

© 2019 chempedia.info