- Improved addition of phenyllithium to hindered ketones by the use of non-polar media
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The use of a non-polar medium at room temperature is an efficient, cheap and easy way to improve the low reactivity of six hindered ketones towards phenyllithium.
- Lecomte, Vincent,Stéphan, Elie,Jaouen, Gérard
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p. 3463 - 3465
(2007/10/03)
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- SYNTHESIS AND RITTER REACTION OF 1,7,7-TRIMETHYL-2-PHENYLBICYCLOHEPTAN-2-EXO-OL
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1,7,7-Trimethyl-2-phenylbicycloheptan-2-exo-ol is formed stereospecifically in the reaction of camphor with phenyllithium.The corresponding individual 1,7,7-trimethyl-4-phenylbicyclohept-2-yl-exo-acyl-amines were obtained as a result of the nucleophilic addition of acetonitrile, propionitrile, or methoxypropionitrile to this tertiary alcohol, which takes place in the presence of concentrated sulfuric acid.A scheme is proposed for their formation as a result of rearrangements of the intermediately formed 1,7,7-trimethylbicyclohept-2-yl cation.
- Kozlov, N. G.,Popova, L. A.,Vyalimyae, T. K.,Knizhnikov, V. A.,Ol'dekop, Yu. A.
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p. 702 - 705
(2007/10/02)
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