Reaction of 3-alkenols with thallium trinitrate: An unexpected and useful ring contraction

被引:11
作者
Ferraz, HMC [1 ]
Santos, AP [1 ]
Silva, LF [1 ]
Vieira, TD [1 ]
机构
[1] Univ Sao Paulo, Inst Quim, BR-05599970 Sao Paulo, Brazil
基金
巴西圣保罗研究基金会;
关键词
D O I
10.1080/00397910008087377
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The first thallium trinitrate (TTN) mediated ring contraction of cyclic homoallylic alcohols, using a 1:1 mixture of AcOH and H2O as solvent, is described. The reaction or two of these alcohols with excess of TTN in pentane gave alpha-spirocyclopentyl-gamma-butirolactones in reasonable yields.
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页码:751 / 762
页数:12
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