| Summary: | 碩士 === 國立中央大學 === 化學研究所 === 100 === In 1991, Professor Nozoe et al. isolated faveline methyl ether from
the methanolic extracts of the bark of Favela which showed the
bioactivity against P-388 lymphocytic leukemia in cell culture. There are
four total syntheses of faveline methyl ether reported. In this thesis, we
planned to shorten the synthetic steps by applying 5-exe-dig cyclization
/Claisen rearrangement as a cyclization key step. First, 3 and 23 were
synthesized in four and seven steps respectively from 9 and 33, followed
by nucleophilic attack and terminal alkyne deprotection to generate
intermediate 1 as a precursor of 5-exo-dig cyclization/Claisen rearrangement.
Unfortunately, only compound 44 was obtained after
several trials with different reaction conditions. In light of these results,
we decided to apply metal catalyzed 5-exe-dig cyclization methodologys.
The exploration to asymmetry synthesis was also investigated in this
thesis.
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