Mcam.mnhn.fr

Didier BUISSON
Molécules de Communication et Adaptation tél. : 01 40 79 81 24 / fax. : 01 40 79 31 35 1. PUBLICATIONS

P1- D.Buisson, R.Azerad, G.Revial and J.d'Angelo, "Stereoselective synthesis of
(1R,3S)-cis -chrysanthemic acid through microbiological reduction of 2,2,5,5-
tetramethyl-1,4-cyclohexadione", Tetrahedron Lett. , 25 (1984) 6005-6006.

P2- J.d'Angelo, G.Revial, R.Azerad, D.Buisson, "A short, efficient, highly selective
synthesis of (1R,3S)-cis-chrysanthemic acid through microbiological reduction of
2,2,5,5-tetramethyl-1,4-cyclohexadione", J.Org.Chem., 51 (1986) 40-45.

P3- D.Buisson and R.Azerad, "Diastereoselective and enantioselective microbial
reduction of cyclic alpha-alkyl beta-ketoesters " Tetrahedron Lett., 27 (1986) 2631-
2634.

P4- D.Buisson, S.el Baba and R.Azerad, " Yeast-catalysed asymetric reduction of benzil
and benzoin to hydroxybenzoin" Tetrahedron Lett., 27 (1986) 4453-4454.

P5- J.Ouazzani-Chahdi, D.Buisson and R.Azerad, "Preparation of both enantiomers of a
chiral lactone through combined microbiological reduction and oxidation",
Tetrahedron Lett. , 28 (1987) 1109-1112.

P6- D.Buisson,
enantioselective microbiological reduction of 2-methyl 3-oxoalkanoates",
Tetrahedron Lett., 28 (1987) 3939-3940.

P7- D.Buisson, S.Henrot, M.Larchevêque and R.Azerad, "New chiral building blocks by
microbial asymmetric reduction: a direct access to functionalized 2R,3R- and 2S,3R-
2-methyl-3-hydroxy butyrate synthons", Tetrahedron Lett., 28 (1987) 5033-5036.

P8- F.Trigalo, D.Buisson and R.Azerad, "Chemoenzymatic synthesis of conformationally
rigid glutamic acid analogues", Tetrahedron Lett., 29 (1988) 6109-6112.

P9- J.Gillois, D.Buisson, R.Azerad and G.Jaouen, "Enantioselective microbial reduction
of transition-metal-complexed aromatic ketones", J.Chem.Soc.Chem.Comm., (1988) 1224-1225.
P10- M.Larchevêque, C.Sanner, R.Azerad and D.Buisson, "The use of methyl substituted
chiral synthons in the synthesis of pine sawflies pheromones", Tetrahedron , 44
(1988) 6407-6418.
P11- J.Gillois, D.Buisson, R.Azerad and G.Jaouen, "Synthèse asymétrique d'alcools
benchrotréniques par voie microbiologique", J.Organometal.Chem., 367 (1989) 85-
93.

P12- D.Buisson, R.Azerad, C.Sanner and M.Larchevêque, "Stereocontrolled reduction of
alpha-methyl beta-ketoesters by Geotrichum candidum", Biocatalysis , 3 (1990) 85-
93.

P13- D.Buisson, R.Azerad, C.Sanner and M.Larchevêque, "Stereocontrolled reduction of
β−ketoesters by Geotrichum candidum. Preparation of D-3-hydroxyalkanoates",
Tetrahedron : Asymmetry, 2(1991) 987-988.

P14- D.Buisson, C.Sanner, M.Larchevêque and R.Azerad, "A study of the
stereocontrolled reduction of aliphatic β−ketoesters by Geotrichum candidum", Biocatalysis , (1992), 249-265
P15- M.Ismaili-Alaoui, B.Benjilali, D.Buisson et R.Azerad, "Biotransformation of
Terpenic Compounds by Fungi I. Metabolism of R-(+)-Pulegone", Tetrahedron Lett.,
(1992), 33, 2349-2352

P16- O.Cabon, M.Larchevêque, D.Buisson and R.Azerad, "Microbial reduction of 2-
chloro-3-aryl-oxo-propionic acid esters", Tetrahedron Lett., (1992), 33, 7377-7340

P17- D.Buisson, R.Cecchi, J.-A.Laffitte, U.Guzzi and R.Azerad, "Microbial reduction of
1-tetralone 2-carboxyesters as a source of new asymmetric synthons" Tetrahedron
Lett., (1994), 35,3091.

P18- Lacroix, I.; Buisson, D.; Philippe, M.; Azerad, R., "4-hydroxy-2-(N-
indolinyl)butane, a new metabolite of indoline in fungi", Nat.Prod.Lett. , (1995), 7,
15-22.

P19- Cabon, O.; Buisson, D.; Larchevêque, M.; Azerad, R., "Microbial reduction of 2-
chloro-3-oxoesters", Tetrahedron : Asymmetry , (1995), 6(9), 2199-2210.

P20- Cabon, O.; Buisson, D.; Larchevêque, M.; Azerad, R., "Stereospecific Preparation of
Glycidic Esters from 2-Chloro-3-Hydroxyesters. Application to the Synthesis of
(2R,3S)-3-Phenylisoserine", Tetrahedron : Asymmetry , (1995), 6(9), 2211-2218.

P21- Mehmandoust, M.; Buisson, D.; Azerad, R., "Microbial reduction of 2-cyano-1-
Tetralones", Tetrahedron Lett. , (1995), 36(36), 6461-6462.

P22- Buisson, D.; Azerad, R., "A chemoenzymatic preparation of both enantiomers of ω-
hydroxymethyl-substituted lactones", Tetrahedron : Asymmetry , (1996), 7, 9-12.

P23- C. Abalain, D. Buisson and R. Azerad, "Selective synthesis of carbomethoxy 2-
tetralols stereoisomers by microbial reduction of corresponding tetralones",
Tetrahedron: Asymmetry , (1996), 7(10), 2983-2996.
P24- F. Trigalo, D. Buisson and R. Azerad, "Enantioselective reduction of carbon-carbon
double bond : Preparation of isopropyl (S)-3-oxocyclopentanecarboxylate by
reduction of isopropyl 3-oxocyclopentene carboxylate using Geotrichum candidum",
Prep. Biotrans, (1996), 2:7.8

P25- J. Cossy, A. Schmitt, C. Cinquin D. Buisson and D. Belotti, "A very short, efficient
and inexpensive synthesis of the prodrug form of SC-54701A a platelet aggregation
inhibitor", Bioorg. Med. Chem. Lett. , (1997), 7, 1699-1700.

P26- S. Danchet, C. Bigot, D. Buisson and R. Azerad, "Dynamic kinetic resolution in the
microbial reduction of α-monosubstituted β-oxoesters : the reduction of 2-
carbethoxy-cycloheptanone and 2-carbethoxy-cyclooctanone", Tetrahedron :
Asymmetry, (1997), 8, 1735-1739.

P27- S. Danchet, D. Buisson and R. Azerad, "Microbial reduction of varying size cyclic
β-ketoesters. Stereoselective synthesis of chiral lactones and epoxydes.", J. Mol. Cat.
B : Enz. , (1998), 5, 255-259.
P28- D. Buisson and R. Azerad, "On the preparation and use of (S)-O-acetyl-lactyl
chloride as a derivatizing chiral auxiliary", Tetrahedron : Asymmetry , (1999), 10,
2997-3002.

P29- D. Buisson, X. Baucherel, E. Levoirier and S. Jugé,"Baker's yeast reduction of α-
hydroxy α-alkyl β-ketoesters", Tetrahedron Letters, (2000), 41, 1389-1392.

P30- L.Veum, H.Brouard, P.Meffre, M.Larchevêque, D.Buisson, E.Demousseau and
R.Azerad, "Chemoenzymatic synthesis of enantiopure 1,1'-disubstitued ferrocenyl
aminoalcohols",Tetrahedron Asymmetry , (2000), 11, 4055-4059.

P31- L. Fonteneau, S. Rosa and D. Buisson, " Chemoenzymatic synthesis of enantiopur
isopropyl (3R)-and (3S)-3-hydroxycyclohex-1-ene-1-carboxylates and their reduction
toisomers of isopropyl 3-hydroxy-cyclohexane-1-carboxylate" Tetrahedron
Asymmetry (2002), 13, 579-585.
C. Mazier, M. Jaouen, M-A. Sari and D. Buisson, "Microbial Oxidation of
Terfenadine and Ebastine Into Fexofenadine and Carebastine "Bioorganic and
Medicinal Chemistry Letters, (2004) 14(21) 5423-5426

P33- P. Lafite, S. Dijols, D. Buisson, A.C. Macherey, D. Zeldin, P. Dansette and D.
Mansuy. "Design and synthesis of selective, high-affinity inhibitore of human
cytochrome P450 2J2" Bioorganic and Medicinal Chemistry Letters, (2006) 16 2777-
2780.
C. Mazier, M. Lombard, M-A. Sari and D. Buisson, "Oxidation of terfenadine by
Streptomyces platensis. Influence of culture medium on metabolites formation"
Biocatalysis and Biotransformation, (2007) 25(5): 401 - 407.
Buisson, D., J. Quintin, et al. "Biotransformation of polymethoxylated flavonoids:
Access to their 4 '-O-demethylated metabolites." J Nat Prod (2007) 70(6): 1035-
1038.
P36 Padhi, S. K., I. A. Kaluzna, et al. (2007). "Reductions of cyclic [beta]-keto esters by
individual Saccharomyces cerevisiae dehydrogenases and a chemo-enzymatic route
to (1R,2S)-2-methyl-1-cyclohexanol." Tetrahedron: Asymmetry 18(18): 2133.
El Ouarradi, A., I. Salar-Arnaud, et al. (2008). "Biooxidation of methyl group:
Application to the preparation of alcohol and acid metabolites of terfenadine, ebastine and
analogues." Tetrahedron 64: 11738-11744.

P38 El Quintin, J., D. Buisson, et al. (2009). "Semisynthesis and antiproliferative
evaluation of a series of 3 '-aminoflavones." Bioorganic & Medicinal Chemistry
Letters 19(13): 3502-3506.

R1- R.Azerad and D.Buisson, "Dynamic resolution and stereoinversion of secondary
alcohols by chemo-enzymatic processes", Current Opinion in Biotechnology, (2000),
11, 565-571.

R2- D. Buisson, "Asymmetric syntheses of hydroxylactones and epoxyesters via
microbiological biotransformation of carbonyl compounds", Trends in Heterocyclic Chemistry, Vol.7,(2001), 163-167.
3. COMMUNICATIONS PUBLIEES
C1- F.Trigalo, D.Buisson, F.Acher and R.Azerad, "Synthesis and use of conformationally
strained glutamic acid analogues", in Colloques Inserm: 2nd Forum on Peptides, A.Aubry, M.Marraud and B.Vioux. ed., vol.174, J.Libbey Eurotext Ltd, 1989, pp. 297-300
C2- R.Azerad, D.Buisson, S.Maillot et J.Ouazzani-Chahdi, "The microbiological
reduction/oxidation concept: an approach to a chemoenzymatic preparation of optically pure lactones and lactonic synthons", in."Bioorganic Chemistry in Health-care and Technology" (U.Pandit et A.Alderweiter ed.), NATO Symposium Series, vol.207.(1991) pp. 233-236.
C3- R.Azerad and D.Buisson, "Stereocontrolled reduction of β−ketoesters with
Geotrichum candidum", in "Microbial Reagents in Organic Synthesis", S.Servi ed., Kluwer,Dordrech (1992), pp.421-440.
C4- M.Ismaili-Alaoui, B.Benjilali, D.Buisson and R.Azerad, " Microbiological oxidation
of 1,8-cineole", in Rivista Italiana EPPOS, (1993),756-9.
C5- M.Ismaili-Alaoui, B.Benjilali, D.Buisson and R.Azerad, "Role of bioconversions in
processing of natural substances : case of essential oil", in Rivista Italiana EPPOS, (1997), 489-504.
4. BREVETS
B1- Nouveaux tetra-alkyl-2,2,5,5 cyclohexanone-4 ol-1 et leurs dérivés sulfonés, leurs
procédés et leurs intermédiaires de préparation et leur application à la synthèse de lactones cyclopropanique cis.EP 0 122 202 A2, d'Angelo,J.; Revial,G.; Azerad,R.; Buisson,D.; 1984.
B2- 1-Hydroxy-2-alkoxycarbonyl-tétralines optiquement pures, procédé pour leur
préparation et leur utilisation comme intermédiaires clés de synthèse", ELF SANOFI, FR 93 00529, 1993,.R.Azerad, D.Buisson, R.Cecchi, U.Guzzi, J.-A.Laffitte.

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