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1.
J Org Chem ; 81(3): 1216-22, 2016 Feb 05.
Artículo en Inglés | MEDLINE | ID: mdl-26741047

RESUMEN

An efficient, mild, and convenient method for the preparation of 2,3-dihydrothieno(2,3-b)quinolines and thieno(2,3-b)-quinolines via an unexpected domino aza-Morita-Baylis-Hillman/alkylation/aldol reaction has been developed. The plausible mechanisms for the unexpected reaction are also given.

2.
J Org Chem ; 80(22): 11521-8, 2015 Nov 20.
Artículo en Inglés | MEDLINE | ID: mdl-26474033

RESUMEN

A formal thio [3+2] cyclization catalyzed by Takemoto's organocatalyst has been reported for the construction of optically active spiroannulated dihydrothiophenes in high yields with excellent regio-, chemo-, diastereo-, and enantioselectivities.

3.
J Org Chem ; 75(24): 8716-9, 2010 Dec 17.
Artículo en Inglés | MEDLINE | ID: mdl-21090776

RESUMEN

The asymmetric domino Michael-S(N)2 reaction of various 1,3-dicarbonyl compounds to α-bromonitroalkenes is described for the first time, employing readily available cinchona-derived bifunctional thioureas as organocatalysts. The novel transformations were highly regio-, chemo-, diastereo-, and enantioselective, which simultaneously gave the chiral tricyclic 2,3-dihydrofurans, bicyclic 2,3-dihydrofurans, and tetrasubstituted 2,3-dihydrofurans with two vicinal chiral carbon centers.

4.
Org Biomol Chem ; 8(9): 2117-22, 2010 May 07.
Artículo en Inglés | MEDLINE | ID: mdl-20401388

RESUMEN

Efficient kinetic resolution of racemic 3-nitro-2H-chromenes by bifunctional thiourea afforded optically active (R)-3-nitro-2H-chromene derivatives with moderate to good enantioselectivities, which simultaneously gave the multifunctional 3,4-diphenyl-3a-nitrobenzopyrano-[3,4-c]-pyrrolidine-1,1-dicarboxylate derivatives with four vicinal chiral carbon centers.


Asunto(s)
Benzopiranos/química , Tiourea/química , Benzopiranos/síntesis química , Catálisis , Cristalografía por Rayos X , Cinética , Modelos Moleculares , Estructura Molecular , Estereoisomerismo , Tiourea/análogos & derivados
5.
Org Biomol Chem ; 8(20): 4527-9, 2010 Oct 21.
Artículo en Inglés | MEDLINE | ID: mdl-20730218

RESUMEN

The diversely functionalized tricyclic tetrazoles were synthesised from readily available substrates via intramolecular 1,3-dipolar cycloaddition as the key step in good yields (53-78% yield for two steps) with high enantioselectivities (81-99% ee).

6.
Org Biomol Chem ; 7(21): 4352-4, 2009 Nov 07.
Artículo en Inglés | MEDLINE | ID: mdl-19830281

RESUMEN

The one-pot synthesis of multisubstituted pyrazole derivatives was achieved via catalyst-free 1,3-dipolar cycloaddition of ethyl diazoacetate and nitroalkenes as the key step and elimination of the leaving group (NO(2) or Br) followed by intramolecular proton transfer with satisfactory yields.


Asunto(s)
Alquenos/química , Compuestos de Diazonio/química , Pirazoles/síntesis química , Catálisis , Pirazoles/química
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