191488-28-5Relevant academic research and scientific papers
β- and γ-disubstituted olefins: Substrates for copper-catalyzed asymmetric allylic substitution
Falciola, Caroline A.,Tissot-Croset, Karine,Reyneri, Hugo,Alexakis, Alexandre
supporting information; scheme or table, p. 1090 - 1100 (2009/05/30)
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 and as low as 3 mol% of copper/ligand can promote high to nearly perfect enantioselectivities (up to >99% ee) with very good γ-selectivities on a wide panel of aliphatic or aromatic β-disubstituted substrates.
Manganese(II) chloride-catalyzed alkylmagnesation of 2-alkynylphenol
Nishimae, Shinji,Inoue, Rie,Shinokubo, Hiroshi,Oshima, Koichiro
, p. 785 - 786 (2007/10/03)
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.
One-step conversion of protected alcohols into alkyl halides using dimethylphosgeniminium salt
Schlama,Gouverneur,Mioskowski
, p. 3517 - 3520 (2007/10/03)
Efficient conversion of tetrahydro-2-pyranyl (THP)protected alcohols into the corresponding halides using dichlorophosgeniminium chloride in the presence of tetraalkylammonium halide.
