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Synthesis of Vinca Alkaloids and Related Compounds, XXII. Some Chemical Transformations of 15-Oxovincamone

✍ Scribed by Sápi, János ;Szabó, Lajos ;Baitz-Gács, Eszter ;Kalaus, György ;Szántay, Csaba ;Karsai-Bihátsi, ÉVa

Publisher
John Wiley and Sons
Year
1985
Tongue
English
Weight
560 KB
Volume
1985
Category
Article
ISSN
0947-3440

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✦ Synopsis

In the course of an attempted synthesis of E-norvincamine (4) (-)-15-oxovincamone (7), prepared from (-)-vincamone (2), was converted by means of methanolic sodium methoxide to give the (-)-11-cis and (f)-12-trans alcohols. Alkaline hydrolysis of the dioxo compound 7 furnishes the a-0x0 acids 8 and 9 as a result of an epimerization-racemization process.

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