RADICAL CYCLIZATION REACTIONS LEADING TO POLYHYDROXYLATED CYCLOPENTANE DERIVATIVES - SYNTHESIS OF (1R,2R,3S,4R)-4-HYDROXYETHYLCYCLOPENTANE-1,2,3-TRIOL AND (1S,2S,3R,4S)-4-HYDROXYETHYLCYCLOPENTANE-1,2,3-TRIOL

被引:17
作者
ROBERTS, SM
SHOBERU, KA
机构
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1992年 / 20期
关键词
D O I
10.1039/p19920002625
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The tetraol (-)-1 has been prepared from a derivative of (D)-allose 3. The stereoselective carbocyclization reaction (8 double line arrow pointing right 11) formed the key step in this sequence. The enantiomeric cyclopentane derivative(+)-1 was also prepared from compound 3.In this synthesis the cyclization of compound 18 to provide the carbocycle 19 features as the critical carbon-carbon bond forming reaction.
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页码:2625 / 2632
页数:8
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