✦ LIBER ✦
ChemInform Abstract: Short Synthesis of (.+-.)-Hirsutine: Direct Addition of Dimethyl Malonate Anion to a 1,4-Conjugate Iminium Salt of Appropriate 3- Ethylindolo(2,3-a)quinolizidine.
✍ Scribed by M. LOUNASMAA; J. MIETTINEN; P. HANHINEN; R. JOKELA
- Publisher
- John Wiley and Sons
- Year
- 2010
- Weight
- 32 KB
- Volume
- 28
- Category
- Article
- ISSN
- 0931-7597
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✦ Synopsis
Short Synthesis of (±)-Hirsutine: Direct Addition of Dimethyl Malonate Anion to a 1,4-Conjugate Iminium Salt of Appropriate 3-Ethylindolo(2,3-a)quinolizidine.
-Compound (IV) is an intermediate in known preparations of several corynanthe-type indole alkaloids including (±)-hirsutine (V). It is synthesized by addition of dimethyl malonate anion to in situ prepared 1,4-conjugate iminium salt of (I) in the presence of AgBF4 followed by stereoselective hydrogenation of (III). -(LOUNASMAA, M.;