Tetrahedron Letters p. 4229 - 4232 (1982)
Update date:2022-08-02
Topics:
Pelletier, S. William
Desai, Haridutt K.
Finer-Moore, Janet
Mody, Naresh V.
Treatment of pyrodelphinine (1) with osmium tetroxide afforded a mixture of the cis-hydroxylation product 2 and an unexpected product 3 in the ratio of 4:1, respectively.Similarly, oxidation of delphinine (5) afforded α-oxodelphinine (6; 75percent) and oxidation of mesaconitine (8) furnished oxonitine (9; 92percent).Thus a very selective oxidation of the N-methyl group of delphinine and mesaconitine is effected by osmium tetroxide.
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