86359-48-0Relevant academic research and scientific papers
Highly regio- and stereoselective allylation of α-diketones via the fluorosilicate route
Gewald, Rainer,Kira, Mitsuo,Sakurai, Hideki
, p. 111 - 115 (1996)
A1lylation of enolizable α-diketones with allyltrifluorosilanes in the presence of triethylamine gave the corresponding tertiary homoallyl alcohols in good yield in a highly regio- and stereospecific manner. The reaction proceeds as diallylation with allyltrifluorosilanes yielding the 1,2-diols with high diastereoselectivity. The more sterically demanding crotyl- and prenyltrifluorosilanes lead exclusively to monoallylated products with the allyl group being added γ-regioselectively. In addition, highly diastereoselective crotylation was observed in the formation of the monoallylated α-hydroxy ketones. Asymmetric α-diketones were generally allylated at the less enolized ketone group except when both diketone and allylsilane were sterically hindered.
INVESTIGATION IN THE FIELD OF AMINES AND AMMONIUM COMPOUNDS. CLXVII. STEVENS REARRANGEMENT OF (2-OXOCYCLOHEXYL)(2-ALKENYL)DIMETHYLAMMONIUM HALIDES
Kocharyan, S. T.,Karapetyan, V. E.,Panosyan, G. A.,Babayan, A. T.
, p. 292 - 297 (2007/10/02)
(2-Oxocyclohexyl)(2-alkenyl)dimethylammonium halides enter into the Stevens rearrangement in ether under the influence of potassium hydroxide and form 2-dimethylamino-2-(2-alkenyl)-1-cyclohexanones.When heated at 100-180 deg C, the 3,2-rearrangement produ
