Press "Enter" to skip to content

Alkaloids: Chemistry and Pharmacology, Volume 9 by R.H.F Manske, H.L. Holmes

By R.H.F Manske, H.L. Holmes

Show description

Read Online or Download Alkaloids: Chemistry and Pharmacology, Volume 9 PDF

Best chemistry books

Extra resources for Alkaloids: Chemistry and Pharmacology, Volume 9

Sample text

H. Baarschers and K. G . R. Pachler, Tetrahedroii. Letters p. 345 (1965). 19. Tornita and ill. Fujie, J . Phnrm. Soc. J a p n 82, 1457 (1962). 20. A. H. Jackson and J. A. Martin, C h e m Contnbuic. No. 18, p. 420 (1965). 21. R. Tschesche, P. Welzel, and CT. Legler, Tetmhedro,c Letters p . 445 (1966); Chem. rlbstr. 62, 14737 (1965). 2 2 . P. S. Clezy, A . Sichol, and E. Gellert, Ezperieriticc 19, 1 (1963). 2". P. S. Clezy, E. Gcllert, D. Y. K . Lau, and A. Sichol, Austrnliun J . Chem. 19, 135 (1966).

1'1. Quaternary Alkal A. Introduction. 43 43 43 57 57 65 69 71 71 72 74 74 C,. Ia B. orydriZis i 7 C. Stereochemistry of Corydaline and Related Alkaloids V. Ophiocarpine . . . 41 .. . . . .. . . . . . . . . . . . .. . . .. . . . .. ing an I2-methyl group . . . . . .. . . . . . . . . . .. VII. Synthesis . . . . 78 82 85 85 85 87 91 A. Rerberine and Related Alkaloids tives . . . . . . . . . . . . . 91 . . . . . . 100 . . . . . .

Two studies have appeared dealing with the phenolic oxidative coupling of the dihydric benzylisoquinoline LI. I n the first study, oxidation of LI with potassium ferricyanide yielded two dienones (LII), one of which was obtained crystalline. The crystalline material was reduced with sodium borohydride to two noncrystalline dienols (LIII) which underwent dienol-benzene rearrangement in anhydrous methanolic hydrogen chloride to ( )-corydine (XXVI). Rearrangement of the LI LII CH30 HO HO CHs CH3 OCH3 OCH3 LIII HO LIV 22 MAURICE SHAMMA dienols in aqueous methanolic hydrogen chloride gave ( )-isocorytuberine (LIV) ( 5 2 ) ,as well as the dienone LV, orientalinone (20).

Download PDF sample

Rated 4.88 of 5 – based on 32 votes