Sequenced elimination-reduction and elimination-cyclopropanation reactions of 2,3-epoxyamides promoted by samarium diiodide. Synthesis of 2,3-dideuterioamides and cyclopropanamides
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作者:
Concellon, JA
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Univ Oviedo, Fac Quim, Dept Quim Organ & Inorgan, E-33071 Oviedo, SpainUniv Oviedo, Fac Quim, Dept Quim Organ & Inorgan, E-33071 Oviedo, Spain
Concellon, JA
[1
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Huerta, M
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Univ Oviedo, Fac Quim, Dept Quim Organ & Inorgan, E-33071 Oviedo, SpainUniv Oviedo, Fac Quim, Dept Quim Organ & Inorgan, E-33071 Oviedo, Spain
Huerta, M
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Bardales, E
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Univ Oviedo, Fac Quim, Dept Quim Organ & Inorgan, E-33071 Oviedo, SpainUniv Oviedo, Fac Quim, Dept Quim Organ & Inorgan, E-33071 Oviedo, Spain
Bardales, E
[1
]
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[1] Univ Oviedo, Fac Quim, Dept Quim Organ & Inorgan, E-33071 Oviedo, Spain
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.