Access to Enantiopure 4-Substituted 1,5-Aminoalcohols from Phenylglycinol-Derived δ-Lactams: Synthesis of Haliclona Alkaloids, Amat, M.; Guignard, G.; Llor, N.; Bosch J. Journal of Organic Chemistry ,  2014,   79,  2792-2802 .
 
Unsaturated oxazolopiperidone lactams: an unexpected domino-type double conjugate addition-cyclization process, Amat, M.; Llor, N.; Checa, B.; Perez, M.; Bosch, J. ARKIVOC, 2014, 6-18.
 
Stereoselective synthesis of (-)-lepadins A-C, Amat, M.; Pinto, A.; Griera, R.; Bosch, J. Chem. Comm .,  2013,   49,  11032-11034 . 
 
Enantio- and diastereoconvergent cyclocondensation reactions. Synthesis of enantiopure cis-decahydroquinolines, M. Amat, E. Ghirardi, L. Navío, R. Griera, N. Llor, E. Molins i J. Bosch Chem. Eur. J.   2013 ,  19,  16044-16049.  
  
Preparation and double michael addition reactions of a synthetic equivalent of the Nazarov reagent, M. Amat, F. Arioli, M. Pérez, E. Molins i J. Bosch Org. Lett.   2013 ,  15 , 2470-2473 (PDF)
 
First enantioselective synthesis of tetracyclic intermediates en route to madangamine D, M. Amat, R. Ballette, S. Proto, M. Pérez i J. Bosch; Chem. Commun.  2013 ,  49 , 3149-3151. (PDF)
 
Studies on the regioselectivity of the cyclization of tryptophanol-derived oxazolopiperidone lactams, M. Amat, N. Llor, F. Subrizi, M. Pérez, E. Molins i J. Bosch; Eur. J. Org. Chem. 2013, 1246-1252.  (PDF)
 
Enantioselective formal synthesis of ent-rhynchophylline and  ent -isorhynchophylline,  M. Amat, C. Ramos, M. Pérez, E. Molins, P. Florindo i J. Bosch; Chem. Commun .  2013 ,  49 , 1954-1956. (PDF)
 
Model studies on the synthesis of madangamine alkaloids. Assembly of the macrocyclic rings, S. Proto, M. Amat, M. Perez, R. Ballette, F. Romagnoli, A. Mancinelli i J. Bosch; Org. Lett.  2012 ,  14 , 3916-3919. (PDF)
 
Combined drug action of 2-phenylimidazo[2,1-b]benzothiazole derivatives on cancer cells according to their oncogenic molecular signatures, A. Furlan, B. Roux, F. Lamballe, F. Conti, N. Issaly, F. Daian, J-F. Guillemot, S. Richelme, M. Contensin, J. Bosch, D. Passarella, O. Piccolo, R. Dono i F. Maina; PLoS ONE   2012 ,  7 , e46732.  (PDF)
 
Stereoselective synthesis of  cis -1,3-dimethyltetrahydroisoquinolines: formal synthesis of naphthylisoquinoline alkaloids, M. Amat, F. Subrizi, V. Elias, N. Llor, E. Molins i J. Bosch; Eur. J. Org. Chem. 2012, 5497-5497.  (PDF)
 
Enantioselective, protecting group-free synthesis of 1-S-ethyl-4-substituted quinolizidines, M. Amat, V. Semak, C. Escolano, E. Molins i J. Bosch; Org. Biomol. Chem.   2012 ,  10 , 6866-6875. (PDF)
 
'Click' synthesis of a triazole-based inhibitor of Met functions in cancer cells, F. Colombo, C. Tintori, A. Furlan, S. Borrelli, M.S. Christodoulou, R. Dono, F. Maina, M. Botta, M. Amat, J. Bosch i D. Passarella; Bioorg. Med. Chem. Lett.   2012 ,  22 , 4693-4696.  (PDF)
 
Cyclocondensation reactions between 2-acyl-3-indoleacetic acid derivatives and phenylglycinol: Enantioselective synthesis of 1-substituted tetrahydro-β-carboline alkaloids, M. Amat, F. Subrizi, V. Elias, N. Llor, E. Molins i J. Bosch; Eur. J. Org. Chem. 2012, 1835-1842. (PDF)
 
A practical synthetic route to enantiopure 6-substituted  cis -decahydroquinolines,  M. Amat, L. Navío, N. Llor, E. Molins i J. Bosch; Org. Lett.   2012 ,  14 , 210-213. ( PDF )
 
Identification of new aminoacid amides containing the imidazo[2,1-b]benzothiazol-2-ylphenyl moiety as inhibitors of tumorgenesis by oncogenic Met signaling, A. Furlan, F. Colombo, A. Kover, N. Issaly, C. Tintori, L. Angeli, V. Leroux, S. Letard, M. Amat, Y. Asses, B. Maigret, P. Dubreuil, M. Botta, R. Dono, J. Bosch, O. Piccolo, D. Passarella i F. Maina; Eur. J. Med. Chem .  2012 ,  47 , 239-254. ( PDF )
 
Cooperative catalysis for the first asymmetric formal [3+2] cycloaddition reaction of isocyanoacetates to α,β-unsaturated ketones, C. Arróniz, A. Gil-González, V. Semak, C. Escolano, J. Bosch i M. Amat; Eur. J. Org. Chem. 2011, 3755-3760. (PDF)
 
First asymmetric cascade reaction catalysed by chiral primary amino alcohols, C. Arróniz, C. Escolano, F. J. Luque, J. Bosch i M. Amat; Org. Biomol. Chem.   2011 ,  9 , 5079-5085. ( PDF )
 
Stereocontrolled generation of benzo[a]- and indolo[2,3-a]quinolizidines from (S)-(3,4-dimethoxyphenyl)alaninol derived lactams, M. Amat, M. Pérez, F. Arioli, G. Rigacci, M. M. M. Santos, A. Gómez-Esqué, C. Escolano, P. Florindo, C. Ramos i J. Bosch; Eur. J. Org. Chem. 2011, 3858-3863. ( PDF )
 
Stereoselective conjugate addition reactions to phenylglycinol-derived unsaturated oxazolopiperidone lactams, M. Amat, M. Pérez i J. Bosch; Chem. Eur. J.   2011 ,  17 , 7724-7732. (PDF)
 
Highly stereoselective double (R)-phenylglycinol-induced cyclocondensation reactions of symmetric aryl bis(oxoacids), M. Amat, C. Arróniz, E. Molins, C. Escolano i J. Bosch; Org. Biomol. Chem.   2011 ,  9 , 2175-2184. ( PDF )
 
Enantioselective synthesis of alkaloids from phenylglycinol-derived lactams (review), M. Amat, N. Llor, R. Griera, M. Pérez i J. Bosch; Nat. Prod. Comm.   2011 ,  6 , 515-526.
 
Enantioselective synthesis of indole alkaloids from chiral lactams (review), M. Amat, M. Pérez i J. Bosch;  Synlett   2011 , 143-160. (PDF)
 
Conjugate Addition of 2-acetylindole enolates to unsaturated oxazolopiperidone lactams: Enantioselective access to the tetracyclic ring system of ervitsine, M. Amat, B. Checa, N. Llor, M. Pérez i J. Bosch; Eur. J. Org. Chem. 2011, 898-907. (PDF)
 
A practical procedure for the removal of the phenylethanol moiety from phenylglycinol-derived lactams, V. Semak, C. Escolano, A. Arroniz, J. Bosch i M. Amat; Tet. Asymm.  2010 ,  21 , 2542-2549. (PDF)
 
A general methodology for the enantioselective synthesis of 1-substituted tetrahydroisoquinoline alkaloids, M. Amat, V. Elias, N. Llor, F. Subrizi, E. Molins i J. Bosch; Eur. J. Org. Chem.   2010 ,  21 , 4017-4026. (PDF)
 
Biomimetic construction of the hydroquinoline ring system. Diastereodivergent enantioselective synthesis of 2,5-disubstituted  cis -decahydroquinolines,  M. Amat, R. Fabregat, R. Griera, P. Florindo, E. Molins i J. Bosch; J. Org. Chem.   2010 ,  75 , 3797-3805. (PDF)
 
First enantioselective synthesis of the diazatricyclic core of madangamine alkaloids, M. Amat, M. Pérez, S. Proto, T. Gatti i J. Bosch; Chem. Eur. J.   2010 ,  16 , 9438-9441. (PDF)
 
A synthetic approach to ervatamine-silicine alkaloids: enantioselective total synthesis of (-)-16-episilicine, M. Amat, N. Llor, B. Checa, E. Molins i J. Bosch; J. Org. Chem.   2010 ,  75 , 178-189. (PDF)
 
Synthesis of a tetrahydroimidazo[2',1':2,3]thiazolo[5,4- c ]pyridine derivative with Met inhibitory activity, M. Amat, A. Kövér, D. Jokic, O. Lozano, M. Pérez, N. Landoni, F. Subrizi, J. Bautista i J. Bosch;  ARKIVOC   2010 , iii, 145-151. (PDF)
 
Un unexpected oxidation in the generation of cyclopenta[c]piperidines by ring-closing metathesis, M. Amat, E. Brunaccini, B. Checa, M. Pérez, N. Llor i J. Bosch; Org. Lett.   2009 ,  11 , 4370-4373. ( PDF )
 
Enantioselective total synthesis of the indole alkaloid 16-episiciline, M. Amat, B. Checa, N. Llor, E. Molins i J. Bosch; Chem. Commun. 2009, 2935-2937. (PDF)
 
A general synthetic route to enantiopure 5-substituted  cis -decahydroquinolines,  M. Amat, R. Fabregat, R. Griera i J. Bosch; J. Org. Chem.   2009 ,  74 , 1794-1797. ( PDF )
 
Enantioselective formal synthesis of (+)-dihydrocorynantheine and (-)-dihydrocorynantheol, M. Amat, A. Gómez-Esqué, C. Escolano, M. M. M. Santos, E. Molins i J. Bosch; J. Org. Chem.   2009 ,  74 , 1205-1211. ( PDF )
 
 
PUBLICACIONS ANTERIORS MÉS RELLEVANTS

An enantioselective synthetic route to cis-2,4-disubstituted and 2,4-bridged piperidines, M. Amat, M. Pérez, A. T. Minaglia i J. Bosch; J. Org. Chem.   2008 ,  73 , 6920-6923. ( PDF )
 
Enantioselective synthesis of ( S )-1,6,7,8,9,9a-hexahydroquinolizin-4-one. Formal synthesis of the Lycopodium alkaloids senepodine G and cermizine C, M. Amat, R. Griera, R. Fabregat i J. Bosch; Tet. Asymm.   2008 ,  19 , 1233-1236. (PDF)
 
A biomimetic enantioselective approach to the decahydroquinoline class of dendrobatid alkaloids, M. Amat, R. Griera, R. Fabregat, E. Molins i J. Bosch; Angew. Chem. Int. Ed.   2008 ,  47 , 3348-3351. ( PDF )
 
Enantioselective spirocyclizations from tryptophanol-derived oxazolopiperidone lactams, M. Amat, M.M.M. Santos, A. Gómez, D. Jokic, E. Molins i J. Bosch; Org. Lett.  2007 ,  9 , 2907-2910. (PDF)
 
A straightforward methodology for the enantioselective synthesis of benzo[a]- and indolo[2,3- a ]quinolizidines,  M. Amat, M.M.M. Santos, O. Bassas, N. Llor, C. Escolano, A. Gómez-Esqué, E. Molins, S.M. Allin, V. McKee i J. Bosch; J. Org. Chem.   2007 ,  72 , 5193-5201. ( PDF )
 
Enantioselective synthesis of 3,3-disubstituted piperidine derivatives by enolate dialkylation of phenylglycinol-derived oxazolopiperidone lactams, M. Amat, O. Lozano, C. Escolano, E. Molins i J. Bosch; J. Org. Chem.   2007 ,  72 , 4431-4439. (PDF)
 
On the origin of the stereoseletivity in the alkylation of oxazolopiperidone enolates, I. Soteras, O. Lozano, A. Gómez-Esqué, C. Escolano, M. Orozco, M. Amat, J. Bosch i J. Luque; J. Am. Chem. Soc.   2006 ,  128 , 6581-6588. (PDF)
 
Alkylation of phenylglycinol-derived oxazolopiperidone lactams. Enantioselective synthesis of β-substituted piperidines, M. Amat, C.Escolano, O. Lozano, A. Gómez-Esqué, R. Griera, E. Molins i J.Bosch; J. Org. Chem .  2006 ,  71 , 3804-3815. (PDF)
 
An enantioselective entry to  cis -perhydroisoquinolines,  M. Amat, M. Pérez, A. T. Minaglia, N. Casamitjana i J. Bosch; Org. Lett.   2005 ,  7 , 3653-3656. ( PDF )
 
Biogenetically inspired enantioselective approach to indolo[2,3-a]- and benzo[a]quinolizidine alkaloids from a synthetic equivalent of secologanin, O. Bassas, N. Llor, M. M. M. Santos, R. Griera, E. Molins, M. Amat i J. Bosch; Org. Lett.   2005 ,  7 , 2817-2820. (PDF)
 
Highly enantioselective dynamic kinetic resolution and desymmetrization processes by cyclocondensation of chiral aminoalcohols with racemic or prochiral δ-oxoacid derivatives, M. Amat, O. Bassas, M.-A. Pericàs, M. Pastó i J. Bosch; Chem. Comm. 2005, 1327-1329. (PDF)
 
Conjugate additions to phenylglycinol-derived unsaturated δ-lactams. Enantioselective synthesis of uleine alkaloids, M. Amat, M. Pérez, N. Llor, C. Escolano, J. Luque, E. Molins i J. Bosch; J. Org. Chem.   2004 ,  69 , 8681-8693. ( PDF )
 
Enantioselective synthesis of piperidine, indolizidine, and quinolizidine alkaloids from a phenylglycinol-derived δ-lactam, M. Amat, N. Llor, J. Hidalgo, C. Escolano i J. Bosch; J. Org. Chem.   2003 ,  68 , 1919-1928. (PDF)
 
Dynamic kinetic resolution of racemic δ-aryl-γ-oxoesters. Enantioselective synthesis of 3-arylpiperidines, M. Amat, M. Cantó, N. Llor, C. Escolano, E. Molins, E. Espinosa i J. Bosch; J. Org. Chem.   2002 ,  67 , 5343-5351. ( PDF )
 
Enantioselective synthesis of 2-arylpiperidines from chiral lactams. A concise synthesis of(-)-anabasine, M. Amat, M. Cantó, N. Llor i J. Bosch; Chem. Comm. 2002, 526-527. (PDF)
 
Dynamic kinetic resolution and desymmetrization of enantiotopic groups by cyclodehydration of racemic or prochiral δ-oxoesters with (R)-phenylglycinol. Enantioselective synthesis of piperidines, M. Amat, M. Cantó, N. Llor, V. Ponzo, M. Pérez i J. Bosch; Angew. Chem. Int. Ed.   2002 ,  41 , 335-338. ( PDF )
 
Unprecedented oxidation of a phenylglycinol-derived 2-pyridone: enantioselective synthesis of polyhydroxypiperidines, M. Amat, N. Llor, M. Huguet, E. Molins, E. Espinosa i J. Bosch; Org. Lett.   2001 ,  3 , 3257-3260. (PDF)
 
Synthesis of enantiopure trans-3,4-disubstituted piperidines. An enantiodivergent synthesis of (+)- and (-)-paroxetine, M. Amat, J. Bosch, J. Hidalgo,M. Cantó, M. Pérez, N. Llor, E. Molins, C. Miravitlles, M. Orozco i J. Luque; J. Org. Chem.   2000 ,  65 , 3074-3084. ( PDF )
 
Palladium(0)-catalyzed heteroarylation of 2- and 3-indolylzinc derivates. An efficient general method for the preparation of (2-pyridyl)indoles and their application to indole alkaloid synthesis, M. Amat, S. Hadida, G. Pschenichnyi i J. Bosch; J. Org. Chem.   1997 ,  62 , 3158-3175. (PDF)
 
Total syntheses of the Strychnos indole alkaloids (-)-tubifoline, (-)-tubifolidine, and (-)-19,20-dihydroakuammicine, M. Amat,M.-D. Coll, J. Bosch, E. Espinosa i E. Molins; Tet. Asymm.   1997 ,  8 , 935-948. (PDF)
 
The Strychnos alkaloids, J. Bosch, J. Bonjoch i M. Amat; The Alkaloids (G.A. Cordell, ed.) 1996, 48, 75.
 
Preparation and reactions of 1-( tert -butyldimethylsilyl)-3-lithioindole. Regioselective synthesis of 3-substituted indoles, M. Amat, S. Hadida, S. Sathyanarayana i J. Bosch; J. Org. Chem.  1994 ,  59 , 10-11. (PDF)
 
Studies on the synthesis of pentacyclic  Strychnos  alkaloids. Closure of E ring by Pummerer cyclization, M. Amat i J. Bosch; J. Org. Chem.   1992 ,  57 , 5792-5796. (PDF)
 
Total synthesis of (±)-tubifolidine, (-)-tubifoline and (-)19,20-dihydroakuammicine, M. Amat, A. Linares i J. Bosch; J. Org. Chem.   1990 ,  55 , 6299-6312. (PDF)
 
Synthetic applications of 2-cyano-1,2,3,6-tetrahydropyridines. II. synthesis of isodasycarpidone and related systems, the ervitsine skeleton, and its benzo analogue, J. Bosch, M. Rubiralta, A. Domingo, J. Bolós, A. Linares, C. Minguillón, M. Amat i J. Bonjoch; J. Org. Chem.  1985 ,  50 , 1516-1522. (PDF)
 
Synthetic applications of 2-cyano-1,2,3,6-tetrahydropyridines. Improved synthesis of the fundamental tetracyclic framework of dasycarpidone, M. Feliz, J. Bosch, D. Mauleón, M. Amat i A. Domingo; J. Org. Chem.   1982 ,  47 , 2435-2440. ( PDF )