Fordham University            The Jesuit University of New York
 


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Publications and Contributed Papers with Undergraduate Students









Publications and Contributed Papers With Undergraduate Students (Student names are underlined)

PUBLICATIONS:
"Regio- and Chemoselective Ring Opening of Epoxides to Bromohydrins with Dilithium Tetrabromocuprate", James A. Ciaccio, Elizabeth Heller and Adrian Talbot, Synlett 1991, 248-250.
 
"Facile Conversion of Epoxides to beta-Hydroxy Nitriles Under Anhydrous Conditions with Lithium Cyanide", James A. Ciaccio, Catherine Stanescu and Jongnic Bontemps, Tetrahedron Letters 1992 33, 1431-1434.
 
"Grignard Reaction of an Epoxide.  A Mechanistic Study", James A. Ciaccio, Sabrina Volpi and Ransford Clarke, Journal of Chemical Education 1996, 73, 1196 .
 
"Diastereoselective Synthesis of (+/-)-1,2-Diphenyl-1,2-propanediol.  A Discovery-Based Grignard Reaction for a Large Organic Lab Course", James A. Ciaccio, Roxana P. Bravo, Antoinette L. Drahus, John B. Biggins, Rosalyn V. Concepcion, and David Cabrera, Journal of Chemical Education 2001, 78, 531 .
 
"Instant Methylide Modification of the Corey-Chaykovsky Epoxide Synthesis", James A. Ciaccio, Antoinette L. Drahus, Regina Meis, Carice T. Tingle, Michael Smrtka, and Richard GenesteSynthetic Communications 2003, 33, 2135 .
 
"Synthesis of beta-Hydroxy Nitriles and 1,3-Amino Alcohols from Epoxides Using Acetone Cyanohydrin as a LiCN Precursor", James A. Ciaccio, Michael Smrtka, William A. Maio, and David RucandoTetrahedron Letters 2004, 45, 7201 .
 
"Instant Methylide Modification of the Corey-Chaykovsky Cyclopropanation Reaction", James A. Ciaccio and  Courtney E. AmanSynthetic Communications 2006, 36, 1333 .

"Straightforward Synthesis and NMR Specrtral Analysis of Amine Heterocycles: Discovering the Effect of Asymmetry on the Proton and Carbon NMR Spectra of N,O-Acetals", Shahrokh Saba, James A. Ciaccio, Jennifer Espinal, and Courtney E. Aman, Journal of Chemical Education 2007, 84, 1011.

"Synthesis and positron emission tomography studies of C-11-labeled isotopomers and metabolites of GTS-21, a partial alpha 7 nicotinic cholinergic agonist drug", Sung Won Kim, Yu-Shin Ding, David Alexoff, Vinal Patel, Jean Logan, Kuo-Shyan Lin, Colleen Shea, Lisa Muench, Youwen Xu, Pauline Carter, Payton King, Jasmine R. Constanzo, James A. Ciaccio, Joanna S. Fowler, Nuclear Medicine and Biology 2007, 34(5), 541.  

"Probing the reactivity of dimethylsulfoxonium methylide with conjugated and nonconjugated carbonyl compounds: an undergraduate experiment combining synthesis, spectral analysis, and mechanistic discovery", James A. Ciaccio, Elena L. Guevara, Rabeka Alam, and Christina D. D'Agrosa, Journal of Chemical Education 2010, 87(8), 850-853,

"Isolation and Identification of Nepetalactone Diastereomers from Commercial Samples of Nepeta cataria L. (Catnip): an Introductory Organic Laboratory Experiment", James A. Ciaccio, Rabeka Alam, Christina D. D'Agrosa, Amanda E. Deal and David Marcelin, Journal of Chemical Education 2013, 90(5), 646.

Contributed Papers:
"Facile and Regioselective Conversion of Functionalized Epoxides to Bromohydrins with Dilithium Tetrabromocuprate", J.A. Ciaccio, E. Heller and A. Talbot, presented to the 25th Middle Atlantic Regional Meeting, American Chemical Society (ACS), University of Delaware, May 1991.
 
39th Annual ACS Undergraduate Research Symposium, Pace University, May 4, 1991,  "Preparation of beta-Hydroxy Nitriles from Epoxides with Lithium Cyanide in THF".  Catherine Stanescu and JamesA. Ciaccio.
 
"Non-Aqueous Preparation of beta-Hydroxy Nitriles from Epoxides with Lithium Cyanide in THF", J.A. Ciaccio, C. Stanescu and J. Bontemps, presented to the 4th Chemical Congress of North America and the 202nd National Meeting of the ACS, New York, August 1991.
 
MARC/MBRS 1991 NIGMS Minority Programs Symposium, Washington, D.C., Nov. 1991,   "Dilithium Tetrabromocuprate,  A Reagent for the Facile and Regioselective Conversion of Functionalized Epoxides to Bromohydrins".  Adrian Talbot, Elizabeth Heller and James A. Ciaccio.
 
40th Annual ACS Undergraduate Research Symposium, SUNY at Purchase, May 2, 1992,  "A One-Pot, Regioselective Synthesis of 1,3-Amino Alcohols from   Epoxides", Patrizia Gentile and James A. Ciaccio.
 
40th Annual ACS Undergraduate Research Symposium, SUNY at Purchase, May 2, 1992,  "A General, Diastereoselective Approach to Optically Active 1,2-Epoxy-3-Alkanols",  Linda Treglia and James A. Ciaccio.
 
41st Annual ACS Undergraduate Research Symposium, Fordham University, May 1, 1993,  "A One-Pot Method for Aminoalkylation of Primary Alkyl Halides", Stephen Kowalczyk and James A. Ciaccio.
 
41st Annual ACS Undergraduate Research Symposium, Fordham University, May 1, 1993, "A Straightforward, Divergent Approach to (2S,3S)-2,3-Octanediol and (S)-2-Hydroxy-3-Octanone, Sex Pheromones of the Male Grape Borer", David Rucando, Irina Kravtsov and James A. Ciaccio.
 
41st Annual ACS Undergraduate Research Symposium, Fordham University, May 1, 1993, "A Convenient, Regioselective Preparation of a-Chloroketones from Epoxides", John Gilligan and James A. Ciaccio.
 
"A One-Pot, Regioselective Synthesis of 1,3-Amino Alcohols from Epoxides", James A. Ciaccio, Patrizia Gentile and Sandra Nandlal, presented to the 27th Middle Atlantic Regional Meeting, ACS, Hofstra University, June 1993.
 
42nd Annual ACS Undergraduate Research Symposium, Manhattan College, May 7, 1994, "In Situ Reduction of Nitriles Generated Upon Treatment of Epoxides with Lithium Cyanide; A One-Pot Approach to 1,3-Amino Alcohols", John Gilligan, David Rucando, Ransford Clarke and James A. Ciaccio.
 
MARC/MBRS 1995 Northeast Regional Research Conference, New York, N.Y., February 25, 1995, "A One-Pot Synthesis of 1,3-Amino Alcohols from Epoxides", Ransford Clarke and James A. Ciaccio.
 
MARC/MBRS 1995 Northeast Regional Research Conference, New York, N.Y., February 25, 1995, "The Ring's the Thing; Epoxide Chemistry in the Undergraduate Organic Lab", Ransford Clarke, Sabrina Volpi and James A. Ciaccio.
 
"Epoxide Chemistry in the Undergraduate Organic Laboratory", James A. Ciaccio, Sabrina Volpi and Ransford Clarke, presented to the 29th Middle Atlantic Regional Meeting, ACS, Washington, D.C., May 1995.
 
43rd Annual ACS Undergraduate Research Symposium, Barnard College, May 6, 1995, "The Ring's the Thing; Epoxide Chemistry in the Undergraduate Organic Lab", Ransford Clarke, Sabrina Volpi, and James A. Ciaccio.
 
1995-96 CSTEP Statewide Student Conference, Syracuse, N.Y., November 10-12, 1995, "The Ring's the Thing; Epoxide Chemistry in the Undergraduate Organic Lab", Ransford Clarke, Sabrina Volpi and James A. Ciaccio.
 
"When is a Stereoisomer NOT an Enantiomer....When it's a Diastereomer!: Establishing & Rationalizing the Diastereoselectivity of Carbonyl Addition Reactions", J.A. Ciaccio, R. Bravo, A. Drahus, presented at the 4th Annual Summer meeting of the Middle Atlantic Discovery Chemistry Project (MADCP), Hood College, August 8-9, 1997.
 
46th Annual ACS Undergraduate Research Symposium, New York University, May 2, 1998, "'Instant Methylide'; Modification of the Corey-Chaykovsky Epoxide Synthesis", Antoinette Drahus, James Agar and James A. Ciaccio.
 
"'Instant Methylide': Modification of the Corey-Chaykovsky Epoxide Synthesis", J. A. Ciaccio, A. L. Drahus, presented to the 32nd Middle Atlantic Regional Meeting, ACS, May 17-19, 1999.
 
"Diastereoselective Grignard Reactions Suitable for a Large Organic Lab Course", J. A. Ciaccio, R. Bravo and A. L. Drahus, presented to the 32nd Middle Atlantic Regional Meeting, ACS, May 17-19, 1999.
 
50th Annual ACS Undergraduate Research Symposium, Hofstra University, May 4, 2002, "An improved Procedure for the One-Pot Conversion of Functionalized Epoxides to 1,3-Amino Alcohols",  Michael Smrtka, William Maio and James A. Ciaccio
 
"beta-Hydroxy Nitriles and 1,3-Amino Alcohols from Epoxides: Improved, One-Pot Procedure Using LiCN in THF", J. A. Ciaccio, M. Smrtka, W. Maio, presented to the 226th Meeting of the ACS, Sept. 7-11, 2003 (ORGN-123).
 
"Reductive Isopropylation of Ethanolamine followed by Condensation with Aldehydes: Observation of Enantiotopic and Diastereotopic Nuclei ofProton & Carbon NMR Spectra of Achiral and Chiral Oxazolidines", S. Saba, J. Espinal, J. A. Ciaccio, C. E. Aman, presented to the 38th MARM, ACS, May 22-25, 2005.
 
"'Instant Methylide' Modification of the Corey-Chaykovsky Cyclopropanation Reaction", J. A. Ciaccio, C. E. Aman, S. Saba, presented to the 38th MARM, ACS, May 22-25, 2005.

"Synthesis and Positron Emission Tomography Studies of C-11 Labeled GTS-21, A Partial alpha-7 Nicotinic Cholinergic Agonist Drug", S. Kim, Y.-S. Ding, D. Alexoff, V. Patel, J. Logan, K.-S. Lin, C. Shea, L. Muench, Y. Xu, P. Carter, J. Constanzo, J. Ciaccio, J. S. Fowler, presented to the 17th International Symposium on Radiopharmaceutical Sciences, Aachen, Germany, April 30-May 4, 2007.

“Taking the Nip Out of Catnip: An Undergraduate Experiment Involving Isolation and Identification of Nepetalactone Diastereomers from Commercial Samples of Nepeta cataria L.,” J. A. Ciaccio, C. D’agrosa, R. Alam, presented to the Middle Atlantic Regional Meeting, ACS, Queens, NY, May 17-21, 2008.

"Probing the Reactivity of Dimethylsulfoxonium Methylide with Conjugated and Nonconjugated Ketones: an Undergraduate Experiment Combing Synthesis, Spectral Analysis and Mechanistic Discovery", J. A. Ciaccio, E. L. Guevara, R. AlamC. D'agrosa, presented to the 236th National Meeting of the ACS, Philadelphia, PA, August 17-21, 2008 (CHED-091).

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