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85034475814
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Cyclization to give an epoxide does occur if only one sulfinyl group is present; for a review, see: Satoh, T.; Yamakawa, K Synlett 1992, 455-468.
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In this paper, the Kagan conditions are used
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33744841353
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note
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Oxidation of 2-carboethoxy-1,3-dithiane and other 2-substituted 1,3-dithanes with (+)-DET gave the (R)-sulfoxide as noted in refs 17, 18, and 32.
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25
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33744849778
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Cesium carbonate, DBU, Methylamine, anhydrous potassium carbonate, n-butyllithium, tert-butylmagnesium chloride, lithium hydroxide, magnesium hydroxide, lithium ethoxide, and magnesium hydroxide were all tried
-
Cesium carbonate, DBU, Methylamine, anhydrous potassium carbonate, n-butyllithium, tert-butylmagnesium chloride, lithium hydroxide, magnesium hydroxide, lithium ethoxide, and magnesium hydroxide were all tried.
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-
-
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26
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-
33744848829
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-
Anhydrous LiOH and the monohydrate proved equally effective. This base has been used previously in the Wadsworth-Emmons reaction of esterstabilized phosphonate carbanions.33 Magnesium hydroxide proved to be an equally effective base, but only when used in the presence of water (e.g., 5% water in THF). Under the same conditions (5% water in THF), LiOH was much less effective
-
Anhydrous LiOH and the monohydrate proved equally effective. This base has been used previously in the Wadsworth-Emmons reaction of esterstabilized phosphonate carbanions.33 Magnesium hydroxide proved to be an equally effective base, but only when used in the presence of water (e.g., 5% water in THF). Under the same conditions (5% water in THF), LiOH was much less effective.
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27
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37049071403
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0037783633
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For a full account, see: De la Pradilla, R. F.; Castro, S.; Manzano, P.; Martín-Ortega, M.; Priego, J.; Viso, A.; Rodriguez, A.; Fonseca, I. J. Org. Chem. 1998, 63, 4954-4966.
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