Synthesis of diols using the hypervalent iodine(III) reagent, phenyliodine(III) bis(trifluoroacetate)

被引:41
|
作者
Celik, Murat [1 ]
Alp, Cemalettin
Coskun, Betul
Gultekin, M. Serdar
Balci, Metin
机构
[1] Ataturk Univ, Dept Chem, TR-25240 Erzurum, Turkey
[2] Middle E Tech Univ, Dept Chem, TR-06530 Ankara, Turkey
关键词
phenyliodine(III) bis(trifluoroacetate); PIFA; oxidation; rearrangement; 1.2-diols; 1.3-diols;
D O I
10.1016/j.tetlet.2006.03.137
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
1.2- and 1.3-Bis(trifluoroacetoxy) alcohols are easily obtained from the one-pot reaction of alkenes with phenyliodine(III) bis(trifluoroacetate) (PIFA) in the absence of any additive or catalyst. The products were converted into the corresponding diols by ammonolysis. The use of bicyclic alkenes has shown that rearranged 1,3-diacetoxy alcohols are mostly formed as the major products. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3659 / 3663
页数:5
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