Tetrahedron

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

JM Concellón, M Huerta, E Bardales

Index: Concellon, Jose M.; Huerta, Monica; Bardales, Eva Tetrahedron, 2004 , vol. 60, # 44 p. 10059 - 10065

Full Text: HTML

Citation Number: 11

Abstract

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 or cyclopropanamides, respectively. The transformations take place in high yields and with total or high selectivity from the easily available 2, 3- epoxyamides.

Related Articles:

Formation of carboxamides by direct condensation of carboxylic acids and amines in alcohols using a new alcohol-and water-soluble condensing agent: DMT-MM

[Kunishima, Munetaka; Kawachi, Chiho; Hioki, Kazuhito; Terao, Keiji; Tani, Shohei Tetrahedron, 2001 , vol. 57, # 8 p. 1551 - 1558]

Hydrogenation of BF 2 complexes with 1, 3-dicarbonyl ligands

[Stefane, Bogdan; Polanc, Slovenko Tetrahedron, 2009 , vol. 65, # 11 p. 2339 - 2343]

Lewis base-catalyzed transformation of α, β-unsaturated aldehydes to saturated carboxylic acids, esters and amides

[Kawabata, Hirotoshi; Hayashi, Masahiko Tetrahedron Letters, 2002 , vol. 43, # 32 p. 5645 - 5647]

Enhanced Rate and Selectivity by Carboxylate Salt as a Basic Cocatalyst in Chiral N-Heterocyclic Carbene-Catalyzed Asymmetric Acylation of Secondary Alcohols

[Kuwano, Satoru; Harada, Shingo; Oriez, Raphael; Yamada, Ken-Ichi Chemical Communications, 2012 , vol. 48, # 1 p. 145 - 147]

N-hydroxypyridine-2 (1H)-thione derivatives of carboxylic acids as activated esters. Part I. The synthesis of carboxamides

[Barton, Derek H. R.; Ferreira, J. Albert Tetrahedron, 1996 , vol. 52, # 28 p. 9347 - 9366]

More Articles...