| Summary: | 碩士 === 國立交通大學 === 應用化學系 === 89 === π-Facial Selectivity of Dioxa-cages and
Chemical Transformation of Dimethoxy Dioxa-cages
Student：Hui-Hsueh Chung Advisor：Dr. Hsien-Jen Wu
Institute of applied Chemistry
Nationl Chiao Tung University
Abstract
The diacetal dioxa-cage compounds15 and 24 from Wittig reaction of compounds 8 and 23 was synthesized successfully.
The reaction of the diacetal dioxa-cage compounds 8 with electrontrophiles gave the corresponding syn-sttack products.
Ozonlysis of diols 30,35,39,42,47,51 in MeOH at -78℃follow by treatment with Me2S and Amberlyst-15gave compounds31,36,40,43, 48
,52.
The reaction of the compounds 31, 36, 40, 43, 48, 52and 2,5-Dimethoxy-2,5-dihydrofuran （mixture of cis and trans isomers）with Amberlyst-15 in dichloromethane gave the hydride rearrangement products.
Amberlyst-15 compare with TiCl4 is a mild、saft、low-priced and convenience catalyst and work-up is exceedingly simply, it only involves filtration of the resin and removel of solvent to obtain product.
|
|---|
