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Alkaloid studies. : The structures of stemmadenine and condylocarpine.

✍ Scribed by A. Sandoval; F. Walls; J.N. Shoolery; J.M. Wilson; H. Budzikiewicz; Carl Djerassi

Publisher
Elsevier Science
Year
1962
Tongue
French
Weight
333 KB
Volume
3
Category
Article
ISSN
0040-4039

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✦ Synopsis

AN earlier examination' of the alkaloids of Stemmadenia species led to the isolation of (+)-quebrachamine, a number of Iboga-type bases2 and a new alkaloid named stemmadenine (C2, H26_28N203). The latter has also recently been en-countered3 in Diplorrhynchus condylocarpon together with a second new alkaloid, condylocarpine (C20H22N202). We should now like to report the conversion of stemmadenine to condylocarpine as well as chemical, n.m.r. and mass spectral data, which limit the structures of these alkaloids to two possibilities (I (@) and V, or I (@+x) and VI). 'F. Walls, 0. Collera and A. Sondoval, Tetrahedron & 173 (1958). 2 For structures see M.

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