52129-49-4Relevant academic research and scientific papers
Catalytic conjugate addition of allyl groups to styryl-activated enones
Sieber, Joshua D.,Liu, Shubin,Morken, James P.
, p. 2214 - 2215 (2007/10/03)
Conjugate addition of pinacolato(allyl)boron to benzylidenealkylidene ketones is remarkably facile when catalyzed by Ni(0) and Pd(0) complexes. Simple enones are inert to the reaction conditions, suggesting a significant activating effect by the auxiliary benzylidene unit. A comparison of different catalysts and substrates is provided, as is a mechanistic rationale, and an example of asymmetric catalysis. Copyright
Stereocontrol in the intramolecular Buchner reaction of diazoketones
Maguire, Anita R.,Buckley, N. Rachael,O'Leary, Patrick,Ferguson, George
, p. 4077 - 4091 (2007/10/03)
Rhodium(II) acetate catalysed intramolecular Buchner cyclisation of a series of diazoketones 1 proceeds with excellent diastereoselectivity to produce the trans substituted azulenones 2, which exist as a rapidly equilibrating cycloheptatriene-norcaradiene system, from which the norcaradiene tautomers can be efficiently trapped as PTAD cycloadducts 4. The cyclisation-cycloaddition sequence can be conducted in either a stepwise or a tandem process, leading to the pentacyclic systems 4 as a single diastereomer in each case. In the reaction of diazoketone If intramolecular cyclopropanation competes with cyclisation to the aromatic ring.
Asymmetric Alkylation of a Chiral α-Amino Alkenenitrile
Fang, Jim-Min,Chang, Chih-Jung
, p. 1787 - 1788 (2007/10/02)
Alkylation of the unsymmetric allylic anion generated from 2-(L-ephedrino)-4-phenylbut-3-enenitrile occurred exclusively at C-4 to give predominantly products having the 4R-configuration ; the stereoselectivity increased remarkably when the reaction was conducted in a mixture of hexamethylphosphoramide and lithium iodide.
Silyl Phosphites. XVIII. Versatile Utility of α-(Trimethylsilyloxy)-alkylphosphonates as Key Intermediates for Transformation of Aldehydes into Several Carbonyl Derivatives
Sekine, Mitsuo,Nakajima, Masashi,Kume, Akiko,Hashizume, Akio,Hata, Tsujiaki
, p. 224 - 238 (2007/10/02)
Carbonyl addition compounds of diethyl trimethylsilyl phosphite (DTMSP) with aldehydes were converted, by treatment with lithium diisopropylamide (LDA) followed by the successive alkylation and alkaline hydrolysis, to carbonyl derivatives involving aldehydes, unsymmetrical ketones, β,γ-unsaturated ketones, and carboxylic acids. β-Substituted carboxylic esters and γ-substituted lactones were prepared by use of the carbonyl addition compounds of DTMSP with α,β-unsaturated aldehydes.
SYNTHESE RADICALAIRE D'ANALGESIQUES POTENTIELS: ARYL-4 PIPERIDINES SUBSTITUEES EN 2 ET BENZOMORPHANES
Stella, L.,Raynier, B.,Surzur, J. M.
, p. 2843 - 2854 (2007/10/02)
The synthesis of a series of 3-aryl 5-hexenyl amines and the cyclisations of the corresponding N-chloroamines are described.When the ring closure results from the amino radical addition to the ethylenic double bond, 2-chloromethyl 4-phenyl piperidines are obtained.These compounds lead by intramolecular Friedel-Crafts reaction to varied substituted 6,7-benzomorphanes.When the phenyl ring is substituted with a methoxyl group, the cyclisation proceeds via homolytic aromatic substitution and 4-allyl tetrahydroquinolines are formed.
