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・ 2,3-Dihydroxybenzoic acid
・ 2,3-Dihydroxycinnamic acid
・ 2,3-dihydroxyindole 2,3-dioxygenase
・ 2,3-Dihydroxysuccinohydrazide
・ 2,3-diketo-5-methylthiopentyl-1-phosphate enolase
・ 2,3-Dimercapto-1-propanesulfonic acid
・ 2,3-Dimethoxy-4,5-methylenedioxyamphetamine
・ 2,3-Dimethylbutane
・ 2,3-Dimethylhexane
・ 2,3-dimethylmalate lyase
・ 2,3-Dinitrophenol
・ 2,3-Diphenylpropylamine
・ 2,3-Methylenedioxyamphetamine
・ 2,3-Oxidosqualene
・ 2,3-sigmatropic rearrangement
2,3-Wittig rearrangement
・ 2,4 Dienoyl-CoA reductase
・ 2,4 Dienoyl-CoA reductase deficiency
・ 2,4'-dihydroxyacetophenone dioxygenase
・ 2,4,5-Trichlorophenoxyacetic acid
・ 2,4,5-Trihydroxyamphetamine
・ 2,4,5-Trihydroxycinnamic acid
・ 2,4,5-Trihydroxymethamphetamine
・ 2,4,5-Trimethoxyphenethylamine
・ 2,4,5-Trimethoxypropiophenone
・ 2,4,6-Tribromoanisole
・ 2,4,6-Tribromophenol
・ 2,4,6-Trichloroanisole
・ 2,4,6-Trichlorophenol
・ 2,4,6-Trihydroxyacetophenone


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2,3-Wittig rearrangement : ウィキペディア英語版
2,3-Wittig rearrangement

The ()-Wittig rearrangement is the transformation of an allylic ether into a homoallylic alcohol via a concerted, pericyclic process. Because the reaction is concerted, it exhibits a high degree of stereocontrol, and can be employed early in a synthetic route to establish stereochemistry. The Wittig rearrangement requires strongly basic conditions, however, as a carbanion intermediate is essential. ()-Wittig rearrangement is a competitive process.
==Introduction==
()-Sigmatropic rearrangements occur for a variety of groups X and Y (see below). When X is a carbanion and Y an alkoxide, the rearrangement is called the ()-Wittig rearrangement and the products are pent-1-en-5-ols. The ()-Wittig rearrangement, which produces isomeric pent-5-en-1-ols, is a competitive process that takes place at high temperatures. Because of the high atom economy and stereoselectivity of the ()-rearrangement, it has gained considerable synthetic utility. The carbanion is generated by direct lithiation of moderately acidic substrates, tin transmetallation, or reductive lithiation of O,S-acetals. Stereoselective methods employing chiral starting materials have been used to effect either asymmetric induction or simple diastereoselection
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抄文引用元・出典: フリー百科事典『 ウィキペディア(Wikipedia)
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