Synthesis of 10α-methoxy-Δ8,9-lysergaldehyde from elymoclavine
✍ Scribed by Tung-Chung Choong; Brian L. Thompson; H. Richard Shough
- Publisher
- John Wiley and Sons
- Year
- 1977
- Tongue
- English
- Weight
- 241 KB
- Volume
- 66
- Category
- Article
- ISSN
- 0022-3549
No coin nor oath required. For personal study only.
✦ Synopsis
A new synthesis is described for 10alpha-methoxy-delta8,9-lysergaldehyde involving the oxidation of elymoclavine with manganese dioxide in methanol. Lysergol and agroclavine provide no reaction under the same conditions.
📜 SIMILAR VOLUMES
CH,(18) + 14-CH3; 2.07, s CH,( 4) (CDCI,);not yet crystalli~ed]~). Finally, 8 was converted by catalytic hydrogenation [5%-Pd/C in ethanol/triethylamine; + 11 and cyclisation [HCl in acetic acid] into 3-oxo-17~-acetoxy-14a-methyl-A4-8a,9B,lOa,13a-estrene (12) [m.p. 86-88'; -[ U ] D = + 1' (CHC1,).
## Abstract A Hofmann—Martius rearrangement mechanism is suggested for the reaction of known azomethines (I) with cyclohexane‐1,3‐dione.