- The reaction of cyclopropanols with Burgess reagent: A reinvestigation and correction
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Chemical Equation Presented The reaction of cyclopropanols with Burgess reagent yields the unusual sulfamates 8 and their N-methylated derivatives 9. Unlike a previous study, dicyclopropyl ether formation was not observed. Also, the mechanism of ether formation from a cyclopropanol precursor cannot follow an SN2 pathway with retention. Copyright Taylor & Francis Group, LLC.
- Banert, Klaus,Ries, Monika,Schaumann, Ernst
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scheme or table
p. 205 - 212
(2011/04/26)
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- An alternative procedure for the O-trimethylsilylation of enolates generated by copper-catalyzed 1,4-additions
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Anhydrous lithium bromide has been successfully used as an additive instead of hexamethylphosphoric triamide in the O-trimethylsilation of enolates generated by copper halide-catalyzed reaction of Grignard reagents with a number of α,β-unsaturated carbony
- Andringa,Oosterveld,Brandsma
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p. 1393 - 1396
(2007/10/02)
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- Me3SiCl/HMPA ACCELERATED CONJUGATE ADDITION OF CATALYTIC COPPER REAGENT. STEREOSELECTIVE SYNTHESIS OF ENOL SILYL ETHER OF ALDEHYDE
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Copper-catalyzed conjugate addition of Grignard reagents in the presence of Me3SiCl and HMPA proceeds in much higher yield than the reaction of conventional organocopper reagents and shows very good regio-, stereo-, and chemoselectivities.
- Horiguchi, Yoshiaki,Matsuzawa, Satoshi,Nakamura, Eiichi,Kuwajima, Isao
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p. 4025 - 4028
(2007/10/02)
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- REACTIVITE DES DERIVES ORGANOCUIVREUX VIS-A-VIS DES ALDEHYDES αβ-ETHYLENIQUES
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Secondary lithium dialkylcuprates react with αβ-ethylenic aldehydes to give a mixture of 1,2 and 1,4 addition products.Only 1,2 addition products are obtained with allylic and acetylenic cuprates whereas homallylic, phenyl and vinylic cuprates give 1,4 addition products.The 1,4/1,2 ratio also depends on the nature of the metal in the cuprate (Mg or Li).Thus chloromagnesium dimethyl cuprate, in THF, is the most favorable compound to give the 1,4 addition product.
- Chuit, C.,Foulon, J. P.,Normant, J. F.
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p. 1385 - 1389
(2007/10/02)
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- ACTION DES DIALKYLCUPRATES DE LITHIUM SUR LES ALDEHYDES α,β-ETHYLENIQUES
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Nearly exclusive 1-4 addition products are obtained by action of lithium dialkylcuprates with α,β-ethylenic aldehydes.Non polar solvents and low temperatures favor this reaction.Only α,β-ethylenic aldehydes having a trisubstituted double bond give a relatively important proportion of 1-2 addition product.
- Chuit, C.,Foulon, J. P.,Normant, J. F.
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p. 2305 - 2310
(2007/10/02)
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