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Total Synthesis of Indole and Dihydroindole Alkaloids. XIII. Further Chemistry of Catharanthine

✍ Scribed by James P. Kutney; Toshio Honda; Alummoottil V. Joshua; Norman G. Lewis; Brian R. Worth

Publisher
John Wiley and Sons
Year
1978
Tongue
German
Weight
675 KB
Volume
61
Category
Article
ISSN
0018-019X

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✦ Synopsis

Abstract

Further investigations on the chemistry of catharanthine have provided information, valuable in the estimation of reactivity and steric requirements of the skeleton. Specific hydroxylations at C(3), C(4) and C(18) have allowed the preparation of several derivatives including (3R, 4 R)‐3‐hydroxy‐3, 4‐dihydrocatharanthine (7); (3R,4 R)‐3, 4‐dihydroxycatharanthinic acid lactone (15); 18‐decarbomethoxy‐18‐hydroxycatharanthine (40).

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