Total synthesis of a macrocyclic spermidine alkaloid, codonocarpine
✍ Scribed by Yoshimitsu Nagao; Kaoru Seno; Eiichi Fujita
- Publisher
- Elsevier Science
- Year
- 1980
- Tongue
- French
- Weight
- 198 KB
- Volume
- 21
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
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## Dedicated to Edgar Heilbronner on the occasion of his 80th birthday The macrocyclic lactam alkaloid (AE)-(2R\*,3R\*)-3-hydroxycelacinnine (1) derived from spermidine was synthesized via stereoselective epoxide-ring opening with magnesium azide and cesium carbonate promoted macrocyclization of t
## Abstract A convergent total synthesis of 13‐hydroxyisocyclocelabenzine was developed. (3__S__)‐Methyl 3‐amino‐3‐phenylpropanoate (**4**) was used as the chiral building block. The 3,4‐dihydro‐4‐hydroxyisoquinolin‐1(2__H__)‐one derivative (**5**), the key fragment for the total synthesis, was pre
## Abstract The total synthesis of the two isomeric macrocyclic enamides **2** and **17** is described. The precursor **14** was synthesized by means of template‐assisted macrocyclization (__Scheme 2__). Isomerization of **14** in the presence of [Fe(CO)~5~] gave **2** and **17** (__Scheme 4__). St