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2
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(a) Lakhrissi, M.; Chapleur, Y. Angew. Chem., Int. Ed. Engl. 1996, 35, 750-752.
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Lakhrissi, M.1
Chapleur, Y.2
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3
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0034635618
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(b) Lakhrissi, Y.; Taillefumier, C.; Lakhrissi, M.; Chapleur, Y. Tetrahedron: Asymmetry 2000, 11, 417-421.
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Lakhrissi, Y.1
Taillefumier, C.2
Lakhrissi, M.3
Chapleur, Y.4
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4
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0032497604
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(a) Molina, A.; Czernecki, S.; Xie, J. Tetrahedron Lett. 1998, 39, 7507-7510.
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Molina, A.1
Czernecki, S.2
Xie, J.3
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5
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0033411661
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(b) Xie, J.; Molina, A.; Czernecki, S. J. Carbohydr. Chem. 1999, 18, 481-498.
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Xie, J.1
Molina, A.2
Czernecki, S.3
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6
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0037204706
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Yang, W.-B.; Yang, Y.-Y.; Gu, Y.-F.; Wang, S.-H.; Chang, C.-C.; Lin, C.-H. J. Org. Chem. 2002, 67, 3773-3782.
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Yang, W.-B.1
Yang, Y.-Y.2
Gu, Y.-F.3
Wang, S.-H.4
Chang, C.-C.5
Lin, C.-H.6
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7
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0142184458
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Gascón-López, M.; Motevalli, M.; Paloumbis, G.; Bladon, P.; Wyatt, P. B. Tetrahedron 2003, 59, 9349-9360.
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Gascón-López, M.1
Motevalli, M.2
Paloumbis, G.3
Bladon, P.4
Wyatt, P.B.5
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8
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33749131574
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note
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This might be caused by basic contaminants rather than the basicity of the ylide itself; Xie has noted in ref 3b that epimerizations of other lactones occurred only when ylides were not adequately washed free of base.
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9
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25844440906
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Robiette, R.; Richardson, J.; Aggarwal, V. K.; Harvey, J. N. J. Am. Chem. Soc. 2005, 127, 13468-13469.
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Robiette, R.1
Richardson, J.2
Aggarwal, V.K.3
Harvey, J.N.4
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10
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0001671643
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Isomerization of enol ethers with electron-withdrawing substituents occurs relatively easily, and 2-(ethoxycarbonylmethylene)tetrahydropyran isomerizes spontaneously on standing: (a) Sauvé, G.; Deslongchamps, P. Synth. Commun. 1985, 15, 201-212.
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Synth. Commun.
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Sauvé, G.1
Deslongchamps, P.2
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11
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0013591272
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We found that (E)-8d and (Z)-8d did not interconvert when heated in toluene (111°C, 24 h). Wittig reactions on cyclic anhydrides often proceed via acyclic acylphosphorane intermediates to yield enol lactone products of E-geometry, even though the (Z)-isomers are more stable: (b) Abell, A. D.; Massy-Westropp, R. A. Aust. J. Chem. 1982, 35, 2077-2087.
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Abell, A.D.1
Massy-Westropp, R.A.2
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12
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0035857259
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Bérces, A.; Whitfield, D. M.; Nukada, T. Tetrahedron 2001, 57, 477-491. The conformation of a six-membered ring can be expressed in spherical polar coordinates such that d indicates the amount of puckering; θ = 0 or 180° corresponds to a chair; θ = 90°, φ = 60n (where n = 0, 1, 2, ...) corresponds to a boat, and θ = 90°, φ = 60(n + 0.5) corresponds to a twist-boat. (Z)-8d gives d = 0.96; φ = 74°; θ = 88°.
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Bérces, A.1
Whitfield, D.M.2
Nukada, T.3
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13
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33749119217
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note
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J values for (Z)-8b are available from ref 4.
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14
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0027113990
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Dheilly, L.; Fréchou, C.; Beaupère, D.; Uzan, R.; Demailly, G. Carbohydr. Res. 1992, 224, 301-306.
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Dheilly, L.1
Fréchou, C.2
Beaupère, D.3
Uzan, R.4
Demailly, G.5
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15
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37049072340
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Allevi, P.; Ciuffreda, P.; Colombo, D.; Monti, D.; Speranza, G.; Manitto, P. J. Chem. Soc., Perkin Trans. 1 1989, 1281-1283.
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Allevi, P.1
Ciuffreda, P.2
Colombo, D.3
Monti, D.4
Speranza, G.5
Manitto, P.6
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16
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0028331380
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2O oxidation of the corresponding hemiacetal according to Overkleeft, H. S.; van Wiltenburg, J.; Pandit, U. K. Tetrahedron 1994, 50, 4215-4224.
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(1994)
Tetrahedron
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Overkleeft, H.S.1
Van Wiltenburg, J.2
Pandit, U.K.3
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