標題: | Synthesis of novel tetraacetal oxa-cage compounds from 2-methylthiofurans |
作者: | Lin, CC Huang, FJ Lin, JC Wu, HJ 交大名義發表 應用化學系 National Chiao Tung University Department of Applied Chemistry |
公開日期: | 1-四月-1996 |
摘要: | Several novel tetraacetal oxa-cage compounds 9a-9f were synthesized from the corresponding 2-methylthiofurans 1a-1f by a short sequence. The structures of these tetraoxa-cage compounds were deduced from their spectral data and proven by X-ray analysis of 9a. Ozonolysis of the endo adducts 5a-5f in CH2Cl2 at -78 degrees C followed by reduction with dimethyl sulfide gave the tetraoxa-cages 9a-9f in 65-75% yields, respectively. Ozonolysis of the exo adduct 6a under the same reaction conditions gave the tetracarbonyl compound 10. The phenylthio group substituted tetraoxa-cage 13 and the tetraacetal oxa-cage 17, with one more carbon atom on the apex position, were also synthesized in a similar sequence. |
URI: | http://hdl.handle.net/11536/1359 |
ISSN: | 0009-4536 |
期刊: | JOURNAL OF THE CHINESE CHEMICAL SOCIETY |
Volume: | 43 |
Issue: | 2 |
起始頁: | 177 |
結束頁: | 186 |
顯示於類別: | 期刊論文 |