One-step conversion of protected alcohols into alkyl halides using dimethylphosgeniminium salt
作者:T. Schlama、V. Gouverneur、C. Mioskowski
DOI:10.1016/s0040-4039(97)00677-1
日期:1997.5
Efficient conversion of tetrahydro-2-pyranyl (THP)protected alcohols into the corresponding halides using dichlorophosgeniminium chloride in the presence of tetraalkylammonium halide.
β- and γ-Disubstituted Olefins: Substrates for Copper-Catalyzed Asymmetric Allylic Substitution
作者:Caroline A. Falciola、Karine Tissot-Croset、Hugo Reyneri、Alexandre Alexakis
DOI:10.1002/adsc.200800086
日期:2008.5.5
The copper-catalyzed asymmetric allylic alkylation has shown through many examples that it is a powerful means to generate stereogenic centers with mono β- and γ-substituted olefinic substrates. However, little has been reported about more substituted olefinic patterns, such as β-disubstituted allylic electrophiles. In this paper, we show that a simple procedure using easily accessible Grignard reagents
Treatment of 2-alkynylphenol with an alkyl Grignard reagent in the presence of a catalytic amount of manganese(II) chloride provided 2-(2-alkyl-1-alkenyl)phenol in good yield. Alkylmagnesation proceeded with high regio- and stereoselectivities.