Sequenced elimination-reduction and elimination-cyclopropanation reactions of 2,3-epoxyamides promoted by samarium diiodide. Synthesis of 2,3-dideuterioamides and cyclopropanamides

被引:13
作者
Concellon, JA [1 ]
Huerta, M [1 ]
Bardales, E [1 ]
机构
[1] Univ Oviedo, Fac Quim, Dept Quim Organ & Inorgan, E-33071 Oviedo, Spain
关键词
samariurn diiodide; sequenced reactions; deuterium; saturated amides; cyclopropanamides;
D O I
10.1016/j.tet.2004.07.051
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An easy and general sequenced elimination/reduction or elimination/cyclopropanation process promoted by samarium diiodide or/and CH2I2/Sm provide an efficient method for synthesising 2,3-dideuterioamides 3 or cyclopropanamides 8, respectively. The transformations take place in high yields and with total or high selectivity from the easily available 2,3-epoxyamides. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:10059 / 10065
页数:7
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