Last update - April 14, 2007
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Last update - April 14, 2007
Other publications, books, and book chapters .
Kozlov, Artem; Semenov, Vyacheslav; Mikhailov, Anatoliy; Aganov, Albert; Smith, Michael; Reznik, Vladimir; Latypov,
Shamil "Preferential Protonation and Methylation Site of the Thiopyrimidine Derivatives in Solution.
NMR Data" Journal of Physical Chemistry, B, 2008, 112(10), 3259-3267.
JiYoung Mun, Amber Onorato, Frank C. Nichols*, Martha D. Morton, Abdullah I. Saleh,
Morgan Welzel, and Michael B. Smith "Chemical Synthesis and Confirmation of the Dihydrosphinganine and Fatty Acid Constituents of the
Dental Pathogen Porphyromonas gingivalis," Org. Biomol. Chem., 2007, 5, 3826-2833.
John G. D'Angelo, Arvind Kumar, Amber Onorato, Christopher J. Delude, Gregory A. Sotzing,* and
Michael B. Smith*, "Chemical Stability of Conducting Polymers: Friedel-Crafts Reactions of Alcohols With Poly(3,4-ethylenedioxythiophene)
(PEDOT)," Polymer, 2007, 48, 4328-4336.
Gaenzler, F.C.; Smith, M.B. "A Dichlorination/Reductive Dechlorination Route to
N-Acetyl-2-Oxazolone" Synlett 2007, 1299-1301.
D'Angelo, J.G.; Sawyer, R.; Kumar, A.; Onorato, A.; McCluskey, C.; Delude, C.; Vollenweider, L.;
Reyes, N.; French, R.; Warner, S.; Chou, J.; Stenzel, J.; Sotzing, G.A.; Smith, M.B. ÒFormation Of Ethers By Reaction Of
The Conducting Polymer Poly(3,4-Ethylenedioxythiophene) With AlcoholsÓ J. Polymer Science, Part A, 2007, 45, 2328-2333.
Mun, J.; Smith, M.B. "N-Benzyl-5-Hydroxy-3-Pyrrolidin-2-One By Hydrogen Peroxide Oxidation Of
N-Benzyl-3-Phenylseleno-2-Pyrrolidinone", Synth. Commun., 2007, 37, 813-819.
Nichols, F.C.; Riep, B.; Mun, J.; Morton, M.D.; Kawai, T.; Dewhirts, F.E.;
Smith, M.B. "Structures And Biological Activities Of Novel Phosphatidylethanolamine Lipids
Of Porphyromonas gingivalis" Journal of Lipid Research 2006, 47, 844-853.
Mekheimer, R.A.; Sadek, K.U.; El-Nabi, H.A.A.; El-Hameid Mohamed, A.A.; Ebraheem, E.A.;
Smith. M.B. "Fused Quinoline Heterocycles VI: Synthesis of 5H-1-Thia-3,5,6-Triazaaceanthrylenes and
5H-1-Thia-3,4,5,6-Tetraazaaceanthrylenes", J. Heterocyclic Chem., 2005, 42, 567-573.
Nichols, F.C.; Riep, B.; Mun, J.; Morton, M.D.; Bojarski, M.T.; Dewhirst, F.E.;
Smith, M.B. ÒStructures and Biological Activity of Phosphorylated Dihydroceramides of
Porphyromonas gingivalisÒ, J. Lipid Res., 2004, 45, 2317-2330.
Salem, M.A.I.; Soliman, E.A.; Smith, M.B.; Mahmoud, M.R.; Azab, M.E.
"Utility Of 1-(2,4-Dimethoxyphenyl)-3-Aryl-Prop-2-Ene-1-Ones As Ring Transformer In Preparing Heterocyclic
Compounds And Their Potential Biological Activities", Phosphorus, Sulfur, and Silicon and the Related
Elements, 2004, 179, 61-76.
Smith, M.B.; Guo, L.; Okeyo, S.; Stenzel, J.; Yanella, J.;
LaChapelle, E. "Regioselective One-Pot Brominatin of Aromatic Amines,"
Org. Lett,, 2002, 4, 2321-2323.
Kim, Y.M.; Kwon, T.W.; Chung, S.K.; Smith, M.B. "A Facile
One-Step Synthesis of Ethyl 2-(1,1-Dialkyl and Arylmethy) Malonates,"
Synth. Commun., 1999, 29, 343-350.
Kwon, T.W.; Smith, M.B."Electron Impact Fragmentations of
Alkylidene Malonates,"
Molecules, 1999, 4, 62-68.
Latypov, S.K.; Riguera, R.; Smith, M.B.; Polivkova, J.,
"Conformational Analysis of 1-(Alkoxymethyl)-5(R)-methyl-2-pyrrolidinone Derivatives.
Determination of the Absolute Stereochemistry of Alcohols,"
J. Org. Chem., 1998, 63, 8682-8688.
Smith, M.B.,
"Pyroglutamate: A Useful Chiral Template,"
Recent Res. Devel. in Organic Chem., 1998, 2, 215-240.
Grant-Young, K.; Smith, M.B.; Ovaska, T.; Wang, C.J.,
"Synthesis of Octahydro 1H-Pyrrolo[1,2-a]indolo-3-ones and
Decahydropyrrolo[1,2-a]quinoline-1-ones via Intramolecular Diels-Alder Reaction of
5-Substituted-N-dienyl Lactams,"
Synth. Commun., 1998, 28, 4233-4239.
Smith, M.B.; Wolinsky, J., "Reduction of Thiols
with LiAlD4: a mechanistic study,"
J. Chem. Soc., Perkin Trans. II 1998, 1431.
Chen, P.; Tao, S.; Smith, M.B.,
"5R-Methyl-1-chloromethyl-2-pyrrolidinone: Determining Enantiomeric
Excess in Chiral Nonracemic Amines,"
Synth. Commun., 1998, 28, 1641.
Deskus, J.; Fan, D.; Smith, M.B, "Synthesis of
5S-(1-oxoalkyl and aryl)-2-pyrrolidinone Derivatives,"
Synth. Commun., 1998, 28, 1649.
Deskus, J.; Smith, M.B.;
Simandan, T. , "Synthetic Approaches to Pyrrolidin-2-one-5S-carboxaldehyde,"
Synth. Commun., 1996, 26, 3137.
Simandan, T. , Smith,
M.B. "A General N-Alkylation Procedure for Ethyl
Pyroglutamate," Synth. Commun., 1996, 26, 2817.
Smith, M.B. "Disconnect by the Numbers. A
Protocol for the Synthesis of Alkanes," J. Chem.Ed., 1996, 73,
304.
Pai, C.K. , Smith,
M.B. "Rate Enhancement in Dilute Salt Solutions of Aqueous Ethanol - The Diels
Alder Reaction," J. Org. Chem., 1995, 60, 3731.
Chen, P., Suh, D.J., Smith, M.B. "Preparation
of N-Aminomethyl 2-pyrrolidinone Derivatives," J. Chem. Soc., Perkin
Trans. I., 1995, 1317.
Li, B., Smith, M.B. "Preparation and
Epoxidation of Conjugated Lactams: Influence of Ring Size on
Epoxidation," Synth. Commun., 1995, 25, 1265.
Keusenkothen,
P.F. , Smith, M.B. "Asymmetric Radical Cyclization with Pyroglutamate -
Synthesis of 7-Substituted Pyrrolizidinones," J. Chem. Soc., Perkin
Trans. I, 1994, 2485.
Smith, M.B., Dembofsky, B.T., Son, Y.C.
"5R-Methyl-N-Chloromethyl-2-pyrrolidinone - A New Reagent for the Determination
of Enantiomeric Composition of Alcohols," J. Org. Chem., 1994,
59, 1719.
Keusenkothen,
P.F. , Smith, M.B. "70 eV Electron Impact Mass Spectrometry of
Pyrrolizidin-2-ones" J. Mol. Structure, 1994, 319, 289.
Kwon, T.W. , Park,
D.K., Smith, M.B. "On the Mechanism of the Formation of
2-Substituted-1,1-diphenylthio Cyclobutane," Bull. Korean Chem.
Soc., 1993, 14, 414.
Sheu, J.L. , M.B.
Smith, Matsumoto, K. "Diels-Alder Cyclization of
N-Alkenyl-2-Alkoxypyrrolidiniminium Salts," Synth. Commun., 1993,
23, 253.
Smith, M.B., Fay, J.N., Son, Y.C. "Rate
Acceleration in Ethanolic Aqueous Buffer - The Diels Alder Reaction"
Chemistry Lett., 1992, 2451.
Kwon, T.W. ,
Keusenkothen, P.F. , Smith, M.B. "Asymmetric
Synthesis of S-Aminohex-5-enoic Acid - A Potent Inhibitor of
4-Aminobutyrate-2-oxoglutarate Aminotransferase," J. Org. Chem., 1992,
57, 6169.
Keusenkothen,
P.F. , Smith, M.B. "Anchimeric Assistance in the N-Alkylation of
5-Alkoxymethyl-2-pyyrolidinone Derivatives," Synth. Commun., 1992,
22, 2935.
Smith, M.B.,
Kwon, T.W. "Preparation of 5-Alkenyl- and 5-Dienyl-2-pyrrolidinone
Derivatives," Synth. Commun., 1992, 22, 2865.
Zezza,
C.A. , Kwon, T.W. ,
Sheu, J.L. , Smith, M.B. "Hydrolysis of 2-Alkoxy Iminium Salts,"
Heterocycles, 1992, 34, 1325.
Kwon, T.W. , Smith,
M.B. "Preparation and Reactions of 1,1-Di(phenylthio)cyclobutane Derivatives
from 1-(Phenylthio)-1-cyclopropane Carbinols," Synth. Commun., 1992,
22, 2273.
Sheu, J.L. , Smith,
M.B., Oeschger, T.R., Satchell, J. "N-Sulfonyl Lactams By Direct Sulfonation of
Lactim Ethers" Org. Prep. Proceed. Int., 1992, 24, 147.
Keusenkothen,
P.F. , Smith, M.B. "Asymmetric Synthesis of 6-Alkyl Pyrrolizidin-2-ones By
Radical Cyclization" Tetrahedron, 1992, 48, 2977.
Smith, M.B.,
Keusenkothen, P.F. , Dembofsky, B., Wang, C.-J.,
Zezza, C.A. , Kwon, T.W. ,
Sheu, J.L. , Son, Y.C., Menezes R.F., Fay, J.N. "A New Lactam Protecting
Group" Chem. Lett., 1992, 247.
Smith, M.B. "Disconnect By the Numbers - A
Beginner's Guide to Synthesis," J. Chem. Ed., 1990, 67, 848.
Smith, M.B. "Dienyl Amides and Lactams" Org.
Prep. Proceed. Int., 1990, 315 (invited review).
Kwon, T.W. , Smith,
M.B. "A Preparative Route to 2-Substituted 1,1-Diphenylthio Cyclobutanes,"
Chem. Lett., 1989, 2027.
Keusenkothen,
P.F. , Smith, M.B. "An Improved Method for Reduction of the Ester Moiety In
N-Substituted Pyroglutamates," Synth. Commun., 1989, 19, 2859.
Kwon, T.W. , Smith,
M.B. "Synthesis of Substituted Vinyl Sulfides by Reaction of
1-Phenylthiocyclopropylcarbinyl Halides and Organocuprates," J. Org.
Chem., 1989, 54, 4250.
Keusenkothen,
P.F. , Smith, M.B. "Asymmetric Synthesis of Pyrrolizidinones by Radical
Cyclization of N-Allylic Pyroglutamates," Tetrahedron Lett., 1989,
30, 3369.
Menezes, R.F.,
Zezza, C.A. , Sheu, J.L. , Smith, M.B. "Ethyl
N-Dienyl Pyroglutamates - Novel Asymmetric Dienes," Tetrahedron
Lett., 1989, 30, 3295.
Gallulo, V., Dimas, L., Zezza, C.A. , Smith, M.B.
"Cyclization of omega-Halonitriles with Organolithiums," Org. Prep. Proceed. Int., 1989, 21, 297.
Kwon, T.W. , Smith, M.B. "Electron Impact Study of
1,1-Dithiophenylcyclobutanes," Org. Mass. Spectrom., 1989, 24, 193.
R. Menezes, Smith, M.B., "A Mild and Facile Route to w-Amino Esters," Synth.
Commun., 1988, 18, 1625.
M.B. Smith, Zezza, C.A. "Electron Impact Study of
N-Alkenyl Lactams," Org. Mass. Spectrom., 1988, 23, 285.
Zezza, C.A. , Smith,
M.B. "E-(N-Dienyl) Lactams - Preparation and Selectivity in the Diels-Alder
Reaction," J. Org. Chem., 1988, 53, 1161.
Zezza, C.A. , Smith,
M.B. "Stereoselective Synthesis of N-Alkenyl Lactams," Synth. Commun.,
1987, 17, 729.
Zezza, C.A. , Smith,
M.B. "A Novel 1,4-Addition Product of Alcohols and
5,5-Dimethyl-3-isopropylidene-2-ethenyl-1-pyrroline," J. Chem. Soc., Perkin
Trans. II, 1986, 945.
Smith, M.B. "A Convenient Preparative Route to
Phenyl Vinyl Sulfide," Synth. Commun., 1986, 16, 85.
Smith, M.B., Hrubiec,
R.T. , Zezza, C.A. , "Reaction of Amines with
Cyclopropylcarbinyl Halides - SN2' or Solvolysis?," J. Org. Chem.,
1985, 50, 4815.
M.B. Smith, Shroff, H.N.,
"N-Vinyl-2-ethoxypyrrolidiniminium Tetrafluoborate - A Novel Enophile and
Synthetic Equivalent for N-vinylpyrrolidiniminium," Heterocycles,
1985, 23, 2229.
Zezza, C.A. , Smith,
M.B., "Electron Impact Study of Cyclic 2-Alkyl Imines," Org. Mass Spectrom.,
1984, 19, 645.
M.B. Smith , Hrubiec,
R.T. , "The Cyclopropylcarbinyl Group in Mass Spectral Fragmentations,"
Org. Mass Spectrom., 1984, 19, 649.
Zezza, C.A. , Smith,
M.B., B.A. Ross, A. Arhin and P.L.E.Cronin, "Reaction of Alkyllithium Reagents
with Lactim Ethers - Preparation of 2-Alkylimines or 2,2-Dialkylamines," J.
Org. Chem., 1984, 49, 4397.
M.B. Smith, Shroff, H.N., "Mechanism of
Hydrolysis and Alcoholysis of 2-Ethoxy-N-vinylpyrrolidiniminium
Tetrafluoborate," J. Org. Chem., 1984, 49, 2900.
M.B. Smith, Hrubiec,
R.T. , "Homoallylic Substitution Reactions of Lithium Dialkyl Cuprates with
Cyclopropylcarbinyl Halides - Mechanistic Considerations," Tetrahedron,
1984, 40, 1457.
Hrubiec, R.T. ,
Smith, M.B.," Regioselective Route to Sterically Hindered Cyclopropylcarbinyl
Halides," J. Org. Chem., 1984, 49, 431.
Hrubiec, R.T. ,
Smith, M.B.," Silver Nitrate/Alumina - A Chromatographic Reaction Medium for
Conversion of 4-Halogeno-2-pentenes to Nitric Acid, 1-Cyclopropyl-1-ethyl
Ester," J. Chem. Soc., Perkin I, 1984, 107.
Hrubiec, R.T. ,
Smith, M.B.,"Homoallylic Substitution Reactions of 1-Cyclopropyl-1-haloethane -
Reaction with Lithium Dialkyl Cuprates," J. Org. Chem., 1984, 49,
385.
Hrubiec, R.T. ,
Smith, M.B., "Homoallylic Substitution Reaction of Piperidine with
1-Bromo-1-cyclopropylalkanes," Tetrahedron Lett., 1983, 24, 5031.
Hrubiec, R.T. ,
Smith, M.B., "An Improved Route to 1-Cyclopropyl-1-haloethanes," Synth.
Commun., 1983, 13, 593.
M.B. Smith , Shroff,H.N.,
"N-Vinyl-2-ethoxypyrrolidiniminium Tetrafluoroborate - An Unusually Reactive
Imidate Salt," Tetrahedron Lett., 1983, 24, 2091.
M.B. Smith,
Wolinsky, J. , "13C NMR of Organosulfur Compounds - The 13C NMR Chemical
Shifts of gamma- and delta-Sultones," Org. Magnetic Resonance, 1982,
19, 129.
M.B. Smith,
Wolinsky, J. , "Lithium Aluminum Hydride-Aluminum Hydride Reduction of
Sultones," J. Org. Chem., 1981, 46, 101.
M.D. Levin, K. Subrahamanian, H. Katz, D.J.
Burlett, M.B. Smith and S.M. Hecht ,
"Bleomycin - Synthesis and Structural Verification of the Tripeptide-S and
Tetrapeptide-S Moieties," J. Am. Chem. Soc., 1980, 102, 1452.
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