Synthesis of Polyfunctionalized Carbocycles via Radical Cyclization from Carbohydrates
碩士 === 靜宜大學 === 應用化學系 === 84 === Radical precursor ,6-deoxy-1,2-O-isopropylidene-3-C-(2-phenylethynyl)-a-D-allo furanose 1 in figh yield in four steps. Treatment of 5 with tri-butytin hydrid e (TBTH) and azobisisobutyl nitrile (AIBN),cis-fused[3.3.0]annul...
| Main Authors: | , |
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| Other Authors: | |
| Format: | Others |
| Language: | zh-TW |
| Published: |
1996
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| Online Access: | http://ndltd.ncl.edu.tw/handle/98450135413905570833 |
| Summary: | 碩士 === 靜宜大學 === 應用化學系 === 84 === Radical precursor ,6-deoxy-1,2-O-isopropylidene-3-C-(2-phenylethynyl)-a-D-allo
furanose 1 in figh yield in four steps. Treatment of 5 with tri-butytin hydrid
e (TBTH) and azobisisobutyl nitrile (AIBN),cis-fused[3.3.0]annulated furanose
7 was obtained in 96% yield via 5-exo-dig radical cyclization.Similarly,radica
l precursor, 3,5,6-trideoxy-3-C-(2'-iodoethyl)-1,2-O-isopropylidene-a-D-ribo-5
-enofuranose 13,has been successfully synesized from 1 in six steps. Thus,tran
s-fused[4.3.0]annulated furanosed 14 and 15 were achieved via 6-endo-trig radi
cal cyclization.
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