| dc.description.abstract | Thjs thesis is concerned with the prelIminary studies in the synthesis of an indolizine alkaloid, slaframine.
A Wittig reaction of 3-carbethoxypropyltriphenylphosophonium
iodide (43) with 4-pentenal (44) gave ethyl-(Z)-4,8-nonadienoate
(45). Hydrolysis of this product gave the unsaturated acid (46) which
was then converted into acid chloride (47), acylazide (48), isocyanate
(49) and finally l-amino-3,7-octadiene (50) . The primary amino group
of (50) was protected by forming trifluoroacetate derivative (51). 1-
Amino-3,7-octadiene was converted in N-(Benzyloxycarbonyl)-3,7-octadiene (52) which was finally converted into epoxide (53).
Other related studies involved: (1) preparation of
1,2-oxidocyclohex-4-ene (54) which was converted into trans-2-azidocyclohex-4-enol (55). The secondary alcohol group was protected by forming acetate derivative (56). A tetrahydropyranyl derivative (57) was also
prepared. | |
