- Formation of P-Ylide under Neutral and Metal-Free Conditions: Transformation of Aziridines and Epoxides to Conjugated Dienes in the Presence of Phosphine
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A general approach to formation of the P-ylide from the reaction of aziridines or epoxides with organophosphine under neutral and metal-free conditions is realized. Conjugated diene derivatives based on this kind of P-ylide were prepared in a facile and c
- Fan, Ren-Hua,Hou, Xue-Long,Dai, Li-Xin
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- Oxidation of Alcohols with Dimethyl Selenide -N-Chlorosuccinimide Complex
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Dimethyl selenide reacts with N-chlorosuccinimide (NCS) to give a new complex, with which various alcohols are successfully oxidized to carbonyl compounds.Notably, this method is applicable to allylic alcohols without formation of allylic chlorides and rearranged products. β-Hydroxy selenide 8 is converted to β-oxo selenide 9 by treatment with NCS.On the other hand, facile deselenization occurs in the case of γ-hydroxy selenide 10 under similar conditions.A plausible mechanism of the reactions is also discussed.
- Takaki, Ken,Yasumura, Masateru,Negoro, Kenji
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- Rearrangement of allylic and propargylic alcohols catalyzed by the combined use of tetrabutylammonium perrhenate(VII) and p-toluenesulfonic acid
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Allylic rearrangement and/or dehydration reaction of allylic alcohols proceeds smoothly by the use of catalytic amounts of tetrabutylammonium perrhenate and p-toluenesulfonic acid hydrate. Treatment of propargylic alcohols with the catalysts at room temperature affords the rearranged products, α,β-unsaturated carbonyl compounds, while β,γ-unsaturated ketones are obtained as main products by the reaction in refluxing 1,2-dichloroethane. The application of this catalytic system is also described for the preparation of some synthetic intermediates.
- Narasaka,Kusama,Hayashi
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p. 2059 - 2068
(2007/10/02)
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- Rearrangement of Allylic and Propargylic Alcohols Catalyzed by the Combined Use of Tetrabutylammonium Perrhenate(VII) and p-Toluenesulfonic Acid
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Allylic rearrangement and/or dehydration of allylic alcohols proceed by the use of a catalytic amount of tetrabutylammonium perrhenate and p-toluenesulfonic acid.Treatment of propargylic alcohols with the above reagents affords the rearranged products, α,β-unsaturated carbonyl compounds.
- Narasaka, Koichi,Kusama, Hiroyuki,Hayashi, Yujiro
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p. 1413 - 1416
(2007/10/02)
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