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0343656308
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note
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Synthesis of α,β-unsaturated esters by the Peterson reaction is limited by the use of non-enolizable carbonyl compounds and tert-butyl bis(trimethylsilyl)acetate; see ref. [6d].
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2 in organic synthesis, see: a) A. Krief, A. M. Laval, Chem. Rev. 1999, 99, 745-777; b) G. A. Molander, C. R. Harris, Tetrahedron 1998, 54, 3321-3354.
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0342786147
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note
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GC-MS was carried out with HP-5MS (60 m) and/or DB-5MS capillary columns (30 m).
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33
-
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0342351200
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34
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0000753162
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0343220564
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note
-
Condensation of the ester bromoenolate with aldehydes affords a mixture of compounds 1 and the corresponding α,β-epoxy ester (Darzens' reaction), even at low temperatures.
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37
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2: a) G. A. Molander, J. B. Etter, P. W. Zinke, J. Am. Chem. Soc. 1987, 109, 453-463; b) D. Urban, T. Skrydstrup, J. M. Beau, J. Org. Chem. 1998, 63, 2507-2516.
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39
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0342351195
-
-
note
-
2O, no deuterium was incorporated into the isolated α-hydroxyesters.
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-
-
-
40
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0342786145
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note
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trans.
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