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For total synthesis of (±)-5'-homocarbovir, see
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70349137725
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For total synthesis of (-)-5'-homoaristeromycin, see: (a)
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58149291860
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For N-O bond reductions of cycloadducts, see
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Cesario, C.1
Tardibono, L.2
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0037101811
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Diketene reaction conditions adapted from a procedure found in
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Diketene reaction conditions adapted from a procedure found in: Collado, I.; Mazón, A.; Espinosa, J. F.; Blanco-Urgoiti, J.; Schoepp, D. D.; Wright, R. A.; Johnson, B. G.; Kingston, A. E. J. Med. Chem. 2002, 45, 3619.
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Collado, I.1
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Wright, R.A.6
Johnson, B.G.7
Kingston, A.E.8
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23
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70349153566
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For a detailed table of reaction conditions, see Supporting Information.
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For a detailed table of reaction conditions, see Supporting Information.
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24
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70349152333
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The reaction is performed under anhydrous conditions in a sealed tube. High yields (76%) were observed on a 1.5 mmol scale. Decreased yields (61%) were observed on a 6 mmol scale.
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The reaction is performed under anhydrous conditions in a sealed tube. High yields (76%) were observed on a 1.5 mmol scale. Decreased yields (61%) were observed on a 6 mmol scale.
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25
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70349102187
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1H NMR and showed complete consumption of the allyl 2,2,2-trifluoroethyl malonate and the formation of a single product with complete diastereo- and regiocontrol.
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1H NMR and showed complete consumption of the allyl 2,2,2-trifluoroethyl malonate and the formation of a single product with complete diastereo- and regiocontrol.
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26
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0001364588
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For a brief discussion of coupling constants of 1,4-disubstituted cyclopentenes, see
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For a brief discussion of coupling constants of 1,4-disubstituted cyclopentenes, see: Mulvihill, M. J.; Surman, M. D.; Miller, M. J. J. Org. Chem. 1998, 63, 4874.
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13244296835
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For mechanistic discussions of the decarboxylative Claisen rearrangement, see: (a)
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For mechanistic discussions of the decarboxylative Claisen rearrangement, see: (a) Bourgeois, D.; Craig, D.; King, N. P.; Mountford, D. M. Angew. Chem., Int. Ed. 2005, 44, 618.
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