| Summary: | 碩士 === 國立臺灣大學 === 化學系研究所 === 85 === The main them of this research is to apply radical cyclizations of
acylsilanes in the preparation of [3.3.0] bicyclic structures tandem. The
influence of steric effect on the yield of cyclization and stereoselectivity
were explored.In addation, intramolecular free radical reaction was used to
prepare (-)-supinidine and (+)-retronecine.In the direction of tamdem
cyclization reaction, while the size of the silylgroup of the acylsilane
becomes bigger,the stereoselectivity of the cyclization was not improved,
however, the yield of cyclization decreased. In(-)-supinidine synthesis,
(-)-pyrroglutamic acid was used as the strating material. The chrial center in
(-)-pyrroglutamic acid is retained. In our synthesis an alpha-sulfonyl radical
cyclization was our lay methodology. Inthe study of the synthesis of
(+)-retronecine, we started from (-)-malaic acid. The chrial center of
(-)-malic acid was used to control the formation of another chrial center.
However, it requires further investigation.
|
|---|
