## 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
Total Synthesis of Indole and Dihydroindole Alkaloids. XVIII. Isomers and analogues of vinblastine
✍ Scribed by James P. Kutney; Toshio Honda; Peter M. Kazmaier; Norman J. Lewis; Brian R. Worth
- Publisher
- John Wiley and Sons
- Year
- 1980
- Tongue
- German
- Weight
- 590 KB
- Volume
- 63
- Category
- Article
- ISSN
- 0018-019X
No coin nor oath required. For personal study only.
✦ Synopsis
Abstract
The synthesis and conformational analysis of (3′R)‐3‐hydroxyleurosidine (5), (3′S)‐3‐hydroxyleurosidine (10), (3′S)‐3‐acetoxy‐4′‐deoxyleurosidine (15), (3′R)‐3‐acetoxy‐4′‐deoxyleurosidine (23), (3′R)‐3‐acetoxy‐4′‐deoxyvinblastine (16), (3′S)‐3‐acetoxy‐4′‐deoxyleurosidine (28) is discussed.
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## Abstract The general reactivity of various sites in the vindoline series has been investigated. The facility of electrophilic substitution at C(15) and the effect of steric crowding on reactions at C(4) are discussed. At the basic nitrogen sites, oxidations with mercuric acetate and potassium pe
## Abstract An improved method for obtaining optically pure (__S__)‐(l‐__p__‐menthen‐8‐yl)amine (**12**) has led to expedient syntheses of two hypothetical biogenetic intermediates on the way to aistoteline (**7**), namely (__S__)‐(__N__)‐(l‐__p__‐menthen‐8‐yl)‐2‐(3‐indolyl)ethylamine (**3**) and (