A Symmetric total synthesis of (+) - Cannabisativine

1. DR . FIKRET KOC
DEPARTMENT OF CHEMISTRY
STUDENT NAME : NABEEL B AZEEZ

2. 2,2-diethyl-1,3-dioxolan-4-one
1-acylpyridinium salt

3. dihydropyridone

4. dihydropyridone Weinreb’s amide
diol

5. carbamate
dihydropyridone
Bicyclic carbamate

6. dihydropyridone phenylselenide
B-hydroxyselenide

7. phenylselenide Bicyclic carbamate

8. Cis-B-hydroxyselenides

9. tetrahydropyridine
thiocarbamate
thiocarbamate
Cis-beta-hydroselenides

11. Micheal addition product
Amino alcohol
amides
ether
Desired aminodiol
N_benzylaminoalcohol

12. Amino dimethyl acetal
Dimethyl acetal
aminodiol

13. aminodiol
lactam