David Robert Dalton
Curriculum Vitae
EDUCATION and POSITIONS HELD:
- Northwestern University,
Evanston, IL, B.A. (with Honors), 1957.
- University of California, Los Angeles, CA,
Ph.D., 1962.
- 1962-1964 Research Chemist, Monsanto
Research Corporation
Dayton Laboratories, Dayton, Ohio
- 1964-1965 Instructor and National
Institutes of Health, Postdoctoral Fellow,
The Ohio State University,
Columbus, Ohio.
- 1965 - present, Temple University
, Philadelphia, PA.
VISITING PROFESSORSHIPS:
PUBLICATIONS:
BOOKS PUBLISHED OR IN PRESS:
- D. R. Dalton, The Alkaloids: The Fundamental Chemistry - A
Biogenetic Approach. M. Dekker, Inc., New York
(1979).
- M. T. Yip and D. R. Dalton, Organic Chemistry in The Laboratory.
D. van Nostrand Company, New York, (1979).
RESEARCH ARTICLES PUBLISHED OR IN PRESS:
- R.K. Summerbell, A.L. Berlingame, D.R. Dalton, and C.K. Dalton, "The
Dimethyl-p-dioxanes and the 2,5-Dibutyl-p-dioxanes,"
J. Org. Chem. 1962 ,
27, 4365.
- D.R. Dalton, M.P. Cava, and K.T. Buck, "Hindered Rotation in
l-Benzyl-1,2,3,4-tetrahydro-6,7-dimethoxyisoquinolines",
Tetrahedron Lett. 1965, 2687.
- M.P. Cava, C.K. Wilkins, Jr., D.R. Dalton, and K. Bessho, "A New
Isoquinuclidine Synthesis. A New Route to dl-Dioscorone", J. Org. Chem. 1965,
30, 3771.
- M. Shamma, B.S. Dudock, M.P. Cava, K.V. Rao, D.R. Dalton, D.C. DeJongh,
and S.R. Schraeder, "Revised Structures of Hernandezine and Thalsimine. Mass
Spectrometry of a Bisbenzylisoquinoline Alkaloid", Chemical Communications
1966, 7.
- M.P. Cava and D.R. Dalton, "An Improved Synthesis of
dl-Anonaine", J. Org. Chem.
1966, 31, 1281.
- D.R. Dalton, J.B. Hendrickson, and D.G. Jones,
"An Improved Procedure for the Preparation of Bromohydrins", Chemical
Communications 1966, 591.
- G. Fraenkel, M.P. Cava, and D.R. Dalton, "Hindered Rotation in
l-Benzyl-1,2,3,4-tetrahydro-6,7-dimethoxyisoquinolines",
J. Am. Chem. Soc. 1967, 89, 329.
- D.R. Dalton and D.G. Jones,
"Halohydrin Formation in Dimethyl Sulfoxide",
Tetrahedron Lett. 1967, 2857.
- D.R. Dalton, S.A. Liebman, H. Waldman, and R.S. Sheinson,
"ESR Detection of the Diphenylmethyl Radical",
Tetrahedron Lett. 1968, 145.
- D.R. Dalton, V.P. Dutta, and D.G. Jones,
"Bromohydrin Formation in Dimethyl Sulfoxide",
J. Am. Chem. Soc. 1968, 90, 5498.
- D.R. Dalton and S.A. Liebman, "Electron Spin Resonance Studies On
Neutral Hydrocarbon Radicals", J. Am. Chem. Soc. 1969,
91, 1194.
- D.R. Dalton and S.A. Liebman, "Thermal and Photolytic
Decomposition of Diarylmethylenetriphenylphosphazines and
Diaryldiazomethanes",Tetrahedron 1969
25, 3321.
- J.B. Hendrickson, R.W. Alder, D.R. Dalton, and D.G. Hey, "Some
Approaches to Total Synthesis of Lycorine", J. Org. Chem.
1969, 34, 2667.
- D.R. Dalton, K.C. Ramey, H.J. Gisler, Jr., L.J. Lendvay, and A.
Abraham, "Hindered Rotation in Substituted 1,2,3,4-Tetrahydro-6,7-
dimethyoxyisoquinolines", J. Chem. Soc. 1969,
91, 6367.
- B.S. Charleston, C.K. Dalton, S.S. Washburne, D.R. Dalton, and S.R.
Schraeder "Chemistry of the Vinyl Cation - The Addition of DC1 to
Allene",Tetrahedron Lett. 1969, 5147.
- D.R. Dalton, R.C. Smith, Jr., and D.G. Jones, "Bromoformate
Formation in Dimethylformamide", Tetrahedron 1970, 26,
575.
- D.R. Dalton and S.A. Liebman, "Electron Spin Resonance Studies on
Neutral Hydrocarbon Radicals - Substituent and Isotope Effects",Tetrahedron 1970, 26, 3265.
- D.R. Dalton and V.P. Dutta, "Bromohydrin Formation in Aqueous
Dimethyl Sulphoxide; Electronic and Steric Effects",
J. Chem. Soc. (B) 1971, 85.
- D.R. Dalton, S.I. Miller, C.K. Dalton, and J.K. Crelling, "The
Synthesis of Nitrobenzyl)-4-hydroxy-6,7-methylenedioxy-1,2,3,4-
tetrahydroiso-quinoline. Synthesis of 1-Substituted-4-oxygenated-1,2,3,4-
tetrahydroisoquinolines", Tetrahedron Lett. 1971, 575.
- D.R. Dalton, R.K. Rodebaugh, and C.W. Jefford, "Bromohydrin
Formation in Dimethyl Sulfoxide. V. The Reaction of
Norbornene",
J. Org. Chem. 1972, 37, 363.
- D.R. Dalton and R.M. Davis, "Bromohydrin Formation in Dimethyl
Sulfoxide. The Reaction of Conjugated Dienes",Tetrahedron Lett. 1972, 1057.
- D.R. Dalton and A.A. Abraham, "The Synthesis of Aporphine Alkaloids
III. Steric Effects in the Pschorr Cyclization",
Synthetic Communications 1972 2, 303.
- D.R. Dalton, H.G. Foley, K.N. Trueblood, and M.R. Murphy, "Unusual
Nitrones" Tetrahedron Lett. 1973, 779.
- S.A. Liebman, D.R. Dalton, T. Knudsen, and G. Underwood,
"Stereochemistry of the Diphenylmethyl Radical",
J. Mag. Res. 1973, 10, 85.
- H.G. Foley and D.R. Dalton, "A Convenient, Neutral Conversion of
Aldoximes to Nitriles at Low Temperature",
Chemical Communications
1973, 628.
- D.R. Dalton and H.G. Foley, "O-Carbamoyl Oximes", J. Org.
Chem. 1973, 38, 4200.
- H.G. Foley and D.R. Dalton, "A General, Neutral Beckmann
Rearrangement of Ketoximes. The Isolation of an Intermediate",
Synthetic Communications 1974 4, 251.
- F. Amar, D.R. Dalton, G. Eisman, and M.J. Haugh, "The Uncatalyzed
Gas Phase Hydrochlorination of Alkenes I. Propene and Isobutylene",
Tetrahedron Lett. 1974 3033.
- F. Amar, D.R. Dalton, G. Eisman, and M.J. Haugh, "The Uncatalyzed
Gas Phase Hydrochlorination of Alkenes II. Allene",
Tetrahedron Lett.
1974, 3037.
- M.J. Haugh and D.R. Dalton, "The Gas Phase Addition of Hydrogen
Chloride to Propylene",
J. Am. Chem. Soc. 1975 , 97, 5674.
- G. Krow, M. Damodaran, E. Michner, S.I. Miller, and D.R. Dalton,
"Nonsymmetric 9-Phenanthrylamines. An Improved Synthetic Procedure to a
Useful Synthon",
Synthetic Communications 1976, 6, 261.
- A.I. Scott, J. Kang, D.R. Dalton, and S.K. Chang, "Mechanism of
Action of Coenzyme B12. An Overall Anionic Mechanism for Carbon-Skeleton
Rearrangement in a Model Reaction",
J. Am. Chem. Soc. 1978,
100, 3603.
- A.W. Langman and D.R. Dalton, "Bromohydrins from Alkenes and
N-Bromosuccinimide in Dimethyl Sulfoxide:
erythro-2-Bromo-1,2-Diphenylethanol",
Organic Synthesis
Wiley,, New York,
1979, 59, 16.
- S.S. Washburne and D.R. Dalton, "An Analogy for Quantization of
Energy Levels."
J. Chem.
Educ. 1980, 57, 200.
- S. Chackalamannil and D.R. Dalton, "The Synthesis of erythro and
threo-N-methyl 7- Hydroxy-1,2,9,10-tetramethoxyaporphine",
Tetrahedron Lett.
1980, 2029.
- J. Tierney and D.R. Dalton, "A Homemade High Pressure Gas Cell",
J. Chem. Ed. 1981, 58, 813.
- K.L. Wert, S. Chackalamannil, E. Miller, D.R. Dalton, D.E.
Zacharias, and J. P. Glusker, "Hoffmann Degradation of á-Hydroxy Ammonium
Salts. alpha- and beta-Hydroxylaudanosine, 7-Hydroxyglaucine,
and 13-Hydroxyxylopinine", J. Org. Chem.
1982, 47, 5141.
- F. Costello, D.R. Dalton, and J.A. Poole, "Hydrochlorination of
Alkenes. 2. Reactions of the Gases Hydrogen Chloride and
2-Methylpropene", J. Phys. Chem. 1986, 90, 5352.
- J. Tierney, F. Costello, and D.R. Dalton, "Hydrochlorination of
Alkenes. 3. Reactions of the Gases Hydrogen Chloride and E- and
Z-2-Butene",
J. Org. Chem.
1986, 51, 5191.
- H. Doshi, A.B. Cardis, J.K. Crelling, S.I. Miller, D.R. Dalton, D.E.
Zacharias, J.P. Glusker, "Hoffman Degradation of á-Hydroxy Ammonium
Salts. II. 4-Hydroxybenzylisoquinolines and 4-Hydroxyaporphines",
J. Org. Chem. 1987, 52, 2604.
- D. M. Schnur and D. R. Dalton, "MM2 Force Field Parameters for Oximes",
J. Org. Chem. 1988, 53, 3313.
- D. M. Schnur, Y. H. Yuh, and D. R. Dalton, "A Molecular Mechanics
Study of Amide Conformations," J. Org. Chem.
1989, 54, 3779.
- J. Eshraghi, J. Longo, D. R. Dalton and G. W. Harrington, "An Unusual
Ring Contraction in the Formation of N-Nitrosohexamethyleneimine and N-
Nitrosopiperidine from Tolazamide",
Japanese J. Cancer Res. (Gann) 1990, 81, 324.
- L. M. Mascavage, H. Chi, S. La and D. R. Dalton, "Surface-Catalyzed
Hydrochlorination of Alkenes. The Reaction of the Gases Hydrogen
Chloride and 1,3-Butadiene", J. Org. Chem.
1991, 56, 595.
- L. M. Mascavage and D. R. Dalton, "Surface Catalyzed
Hydrochlorination of 1,3-Butadiene",
Tetrahedron Lett. 1991,
32, 3461.
- B.-C. Kao, H. Doshi, H. Reyes-Rivera, D. D. Titus, M. Yin, and D. R.
Dalton, 3-Substituted 2-Pyridinecarbaldoximes", J. Heterocyclic Chem.
1991, 28, 1315.
- A. D. Grant, D. E. Zacharias, L. M. Mascavage, G. E. Kemmerer, and
D. R. Dalton "Chloromethylation of Codeine. Isolation of a Quaternary
Iodide", J. Heterocyclic Chem. 1993, 30, 553.
- S. Jasmin, D. R. Dalton, P. J. Carroll and B.-C. Kao, "The Synthesis
and Spontaneous Resolution of 2-(3-Thioxothiazolidin-3-yl)thiazole."
J. Heterocyclic Chem. 1994 31, 1079.
- L. M. Mascavage, F. Zhang and D. R. Dalton, "The Reaction of the Gases
Hydrogen Chloride and 2-Butyne." J. Org. Chem.
1994, 59, 5048.
- H. M. Reyes-Rivera, R. O. Hutchins and D. R. Dalton, "2-Carbaldoximes
of Pyridine 4- and 5-Carboxylic Acids."
J. Heterocyclic Chem.
1995, 32, 665.
- Y. Huang, D. R. Dalton and P. J. Carroll, "The Efficient, Enantio-
selective Synthesis of Aza Sugars from Amino Acids. 1. The polyhydroxylated
Pyrrolidines". J. Org. Chem.
1997,62, 371.
- Y. Huang, P. E. Sonnet, P. J. Carroll, and D. R. Dalton, "Diastereoselective
Diels-Alder Reactions. The Role of the Catalyst.",Tetrahedron Lett. 2000 , 41, 2519.
- L. M. Mascavage, Q. Lu, J. Vey, D. R. Dalton and P. J. Carroll,
"Enantioselective Synthesis of Aza Sugars from Amino Acids. 2. The
3-Hydroxy-2-hydroxymethylpyrrolidines." J. Org. Chem.
2001,66, 3621.
- Y. Huang, P. E. Sonnet and D. R. Dalton, "Diasteroselective
Diels-Alder Reactions. The Role of the Catalyst.2." Archive for Organic
Chemistry (ARKIVOC), 2001 : Part (vi)
Commemorative Issue in Honor of Prof. Rudolph A. Abramovitch...
ARKAT-USA :for the article itself, please click
here ,
- M. L. Wilson, D. R. Dalton and P. J. Carroll, "Decoration of the
Aromatic Ring of Dihydrocodeinone (Hydrocodone) and 14-Hydroxydihydrocodeinone
(Oxycodone)".
J. Org. Chem.
2005, 70, 6492.
- L. M. Mascavage, M. L. Wilson and D. R. Dalton,
" Syntheses of Morphine and Codeine (1992 - 2002): Templates for
Exploration of Synthetic Tools." Current Organic Synthesis ,
Current Organic Synthesis
2006 , 3 99.
- L. M. Mascavage, P. E. Sonnet and D. R. Dalton, "On the Surface-Catalyzed
Reaction between the Gases 2,2-Dimethylpropanal and Methanamine.
Formation of Active-Site Imines."
J. Org. Chem.
2006, 71 , 3435.
- P.E. Sonnet, L.M. Mascavage and D.R. Dalton, "The First Steps. The Attack on the Carbonyl
Carbon of Pyridoxal Cofactor in Pyridoxal- Dependent Enzymes."
, Bioorg. Med. Chem. Let. 2008,18, 744.
- L.M. Mascavage, F. Zhang-Plasket, P.E. Sonnet and D. R. Dalton, "Gas phase surface-catalyzed HCl addition to
vinylacetylene: motion along a catalytic surface. Experiment and theory."
Tetrahedron 2008 , 64, 9357.
PATENTS
- D. R. Dalton, Y. Huang, "Process of the Enantioselective
Synthesis of Hydroxypyrrolidines from Amino Acids" U.S. #5,801,247,
assigned to Temple University - of the Commonwealth System of Higher
Education (1998).
- E. S. Blake, R. E. DeBrunner, and D. R. Dalton, "Fluorine
Containing Phosphoramidates," U.S. #3,558,748, assigned to the Monsanto
Company (1971).
- E. S. Blake, R. E. DeBrunner, and D. R. Dalton, "Fluorine
Containing Organophosphorus Compounds," U.S. #3,346,647, assigned to the
Monsanto Company (1967).
- E. S. Blake, D. R. Dalton, and R. E. DeBrunner, "Fluorine
Containing Organic Compounds of Phosphorus," U.S. #3,288,890, assigned to
the Monsanto Company (1966).
OTHER REFEREED WORKS PUBLISHED OR IN PRESS:
- Alkaloids:, Kirk-Othmer Encyclopedia of Chemical Technology, 4th
Edition,
Wiley,, New York,
1991. Vol. 1, pp 1039-1087.
- "Halogen Hydride Addition to Alkenes and Alkynes", Trends in Organic
Chemistry, 1993, 4, 303-333. Council of Scientific
Research Integration, ed. Trivandrum, INDIA
- "Copper(I) iodide-Potassium naphthalenide", Encyclopedia of Reagents
for Organic Synthesis, Wiley,
New York, 1995, 2, 1350.
- "Copper(I) iodide-tributylphosphine", Encyclopedia of Reagents for
Organic Synthesis,
Wiley
, New York, 1995, 2, 1351.
- "Copper(I) iodide-tributylphosphite", Encyclopedia of Reagents for
Organic Synthesis,
Wiley
, New York, 1995, 2, 1353.
- "Copper(I) iodide-triethylphosphite", Encyclopedia of Reagents for
Organic Synthesis,
Wiley, New York, 1995,
2, 1354.
- "Copper(I) iodide-trimethylphosphite", Encyclopedia of Reagents for
Organic Synthesis,
Wiley, New York, 1995,
2, 1355.
- "Copper(I) iodide-triethylphosphine-Lithium naphthalenide",
Encyclopedia of Reagents for Organic Synthesis,Wiley , New York,
1995, 2, 1354.
- Alkaloids:, Kirk-Othmer
Condensed Encyclopedia of Chemical
Technology, 4th Ed.
Wiley, New York, 1999
- Report: "Strychnine Alkaloids" Encyclopedia of Science and
Technology, Ninth Edition, Vol 17. McGraw-Hill Book Co., New York,
2003.
- Alkaloids:, Kirk-Othmer Encyclopedia of Chemical Technology, On-line
Edition,
Wiley,, New York,
2003.
- Alkaloids :, Kirk-Othmer Encyclopedia of Chemical Technology, 5th
Edition,
Wiley,, New York,
2004. Vol. 2, pp 71-113.
- Book Review: "The Molecules of Nature" by J. B. Hendrickson, Rec.
Chem. Progress 1966, 27, 199.
- Report: "Gas Phase NMR Spectra" TAMU Newsletter 1981, 278-11.
- Book Review: "The Alkaloids" by M. F. Grundon, J. Am. Chem. Soc.
1983, 105, 5717.
- Computer Software Review: "Molecular Graphics" by B. H. Robinson,
J. Am. Chem. Soc. 1987, 109, 2862.
COURSES TAUGHT IN THE LAST FIVE YEARS:
- Introduction to Chemistry II
- General Chemistry for Majors/Honors I and II
- General Chemistry for Majors/Honors Laboratory I and II
- Organic Chemistry I and II
- Organic Chemistry Laboratory
- Organic Chemistry for Majors/Honors I and II
- Organic Chemistry for Majors/Honors Laboratory I and II
- Techniques of Chemical Measurement II
- Computer Information
Science (Molecular Modeling)
- Organic Reaction Mechanisms
- Organic Synthesis
- Organic Chemistry of Biological Pathways (Natural Products)
- Heterocycles
- Special Topics in Organic Chemistry (Organic Chemistry with
Computers)
- Special Topics in Organic Chemistry (Tandum Organic Reactions)
NAME SPECIAL AWARDS RECEIVED FOR TEACHING EXCELLENCE:
- The Christian R. and Mary F. Lindback Foundation Award for
Distinguished Teaching, Temple University,
1975.
- The College of Arts and Sciences Alumni Award for Excellence in
Teaching, Temple University, 1986.
- American Institute of Chemists,
Philadelphia Area, Scroll Awardee, May, 1989.
- Visiting Master Teacher in Residence,
Clemson University, Clemson, S.C., 1994.
- The Great Teacher Award, Temple
University, 1997.
- The Philadelphia Section,
American Chemical Society Award (Sponsored by
Merck, Inc.) for
"Excellence in Teaching Undergraduate Chemical Science," 2003
- Honors Professor of the Year, 2005. Voted by the students of the
Temple University Honors Program .
MASTER'S THESES SUPERVISED:
- 1969: B. S. Charleston
- 1972: R. M. Davis
- 1981: K. L. Wert
- 1981: E. Miller
- 1983: S. Chackalamannil
- 1989: H. Chi
- 1990: D. Agostine
- 1992: W. Pastore
- 1995: X. Gong
- 1996 F. Zhang
- 1997 Y. Huang
- 1998 Q. Lu
- 1999 Y. Wang
- 2008 M. Beaston
DOCTORAL DISSERTATIONS SUPERVISED:
- 1969: V. P. Dutta
- 1969 S. A. Liebman
- 1971: S. I. Miller
- 1971; R. K. Rodebaugh
- 1972: A. A. Abraham
- 1974: H. G. Foley
- 1977: A. B. Cardis
- 1977: J. K. Crelling
- 1980: J. Tierney
- 1984: F. Costello
- 1985: Y. H. Yuh
- 1986: M. P. Hinton
- 1986: H. Doshi
- 1987: V. A. Hegde
- 1987: K. A. Stetyick
- 1988: M. Costanzo
- 1988: B. Kao
- 1988: D. Schnur
- 1994: H. M. Reyes-Rivera
- 1996: S. Jasmin
CURRENT PROFESSIONAL COLLEAGUES AT TEMPLE UNIVERSITY
- Dr. Linda M. Mascavage
- Dr. David Hill
- Dr. Phil Sonnet
- Dr. Mike Wilson
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