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Domino multicomponent

Thierry Constantieux was born in Pau, France, on 6 May 1968. After studying chemistry at the University Bordeaux I, France, he completed his PhD under the supervision of Dr. J.-P. Picard and Dr. J. Dunoguez in 1994. He completed his Habilitation in 2004, at the University Paul Cezanne, Marseille, France, where he is currently Professor of Organic Chemistry. His main research interest is focused on the development of domino multicomponent reactions from 1,3-dicarbonyl compounds, and their applications in heterocyclic chemistry. [Pg.644]

Our own group is also involved in the development of domino multicomponent reactions for the synthesis of heterocycles of both pharmacologic and synthetic interest [156]. In particular, we recently reported a totally regioselective and metal-free Michael addition-initiated three-component substrate directed route to polysubstituted pyridines from 1,3-dicarbonyls. Thus, the direct condensation of 1,3-diketones, (3-ketoesters, or p-ketoamides with a,p-unsaturated aldehydes or ketones with a synthetic equivalent of ammonia, under heterogeneous catalysis by 4 A molecular sieves, provided the desired heterocycles after in situ oxidation (Scheme 56) [157]. A mechanistic study demonstrated that the first step of the sequence was a molecular sieves-promoted Michael addition between the 1,3-dicarbonyl and the cx,p-unsaturated carbonyl compound. The corresponding 1,5-dicarbonyl adduct then reacts with the ammonia source leading to a DHP derivative, which is spontaneously converted to the aromatized product. [Pg.262]

Coquerel Y, Eilippini MH, Bensa D, Rodriguez J (2008) The MARDi cascade a Michael-initiated domino-multicomponent approach for the stereoselective synthesis of seven-membered rings. Chem Eur J 14 3078-3092... [Pg.278]

One pot A term that refers to a chemical process involving more than one reaction step taking place in a single reaction vessel without having to isolate the intervening intermediates (see cascade, domino, multicomponent, tandem). [Pg.1160]

It consists in the condensation of aldehydes or ketones with active methylene compounds in the presence of a base [288]. The first organocatalytic enantiose-lective domino multicomponent reaction, which was developed by Barbas et al. [Pg.385]

A year later, after Maikd s first article about SMS reaction, Tietze et al. published a stereoselective version of the same reaction using trimethylsilyl ether of (lR,2R)-Af-trifluoro-acetylnorpseudoephedrin, which acts as chiral auxiliary [77]. Since then, Tietze s group has been working extensibly in the domino multicomponent allylation reaction (MCAR) for the stereoselective synthesis of homoallylic ethers... [Pg.389]

SCHEME 12.16 Domino multicomponent allylation reaction (MCAR) for the stereoselective synthesis of homoallylic ethers and alcohols, a proposed mechanism. [Pg.390]

L. F. Tietze, T. Kinzel, C. C. Brazel, Acc. Chem. Res. 2009,42, 367-378. The domino multicomponent aUylation reaction for the stereoselective synthesis of homoallylic alcohols. [Pg.406]

This ehapter illustrates how much asymmetric nickel catalysis has contributed to the development of novel enantioselective domino, multicomponent, and tandem sequential reactions. It updates the major progress in the field of enantioselective two- and multicomponent domino reactions as well as tandem sequences promoted by chiral nickel catalysts, covering the literature since the beginning of 2004. It well illustrates the power of these... [Pg.198]

On the basis of these considerations, this book will focus on modem tools for efficient stereoselective synthesis proceeding exclusively with MBFTs including selected examples of domino, multicomponent, or consecutive sequences that have been described in the last 10 years. In this book, we highlight the best of these... [Pg.5]

Grigg et al. reported a successful four-component domino reaction for the synthesis of functionalized dienes 316 from aryl iodides, allyl amine derivative, allene, and carbon monoxide [110] (Scheme 6.83). Carbon monoxide could insert into the C—Pd bond of arylpalladium(II) iodides to generate a carbonylpalladium species, which is followed by allenylation to form n-allylpalladium species. Finally, the attack of the nitrogen nucleophile produces the product observed. The products of this domino multicomponent reaction could be subjected efficiently to ring-closing metathesis in the presence of Grubbs second-generation catalyst. [Pg.268]


See other pages where Domino multicomponent is mentioned: [Pg.227]    [Pg.371]    [Pg.385]    [Pg.402]    [Pg.15]    [Pg.201]    [Pg.349]    [Pg.396]    [Pg.110]    [Pg.471]    [Pg.157]   
See also in sourсe #XX -- [ Pg.542 ]

See also in sourсe #XX -- [ Pg.542 ]

See also in sourсe #XX -- [ Pg.1285 , Pg.1349 ]




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