Publications of Paul F. Hudrlik

1.  G. Stork and P. F. Hudrlik, "Isolation of Ketone Enolates as Trialkylsilyl Ethers", J. Am. Chem. Soc. 1968, 90, 4462-4464.

2.  G. Stork and P. F. Hudrlik, "Generation, Nuclear Magnetic Resonance Spectra, and Alkylation of Enolates from Trialkylsilyl Enol Ethers", J. Am. Chem. Soc. 1968, 90, 4464-4465.

3.  R. E. Ireland, S. W. Baldwin, D. J. Dawson, M. I. Dawson, J. E. Dolfini, J. Newbould, W. S. Johnson, M. Brown, R. J. Crawford, P. F. Hudrlik, G. H. Rasmusson, and K. K. Schmiegel, "The Total Synthesis of an Unsymmetrical Pentacyclic Triterpene. DL-Germanicol", J. Am. Chem. Soc. 1970, 92, 5743-5746.

4.  P. F. Hudrlik and A. M. Hudrlik, "<alpha>-Methyleneoxetane", Tetrahedron Lett. 1971, 1361-1364.

5.  P. F. Hudrlik and R. Feasley, "The Reactions of Nucleophiles with Acyloxysilanes", Tetrahedron Lett. 1972, 1781-1784.

6.  P. F. Hudrlik and D. Peterson, "The Synthesis of Olefins from <beta>-Ketosilanes", Tetrahedron Lett. 1972, 1785-1787.

7.  P. F. Hudrlik and R. C. Dabrowski, "Nuclear Magnetic Resonance Spectra of Phenoxides and Relationship to Rates of Alkylation", Tetrahedron Lett. 1973, 3731-3734.

8.  P. F. Hudrlik, L. R. Rudnick, and S. H. Korzeniowski, "Synthesis of <alpha>-Methylene-<gamma>-butyrolactones by Rearrangements of Functionally Substituted Cyclopropanes", J. Am. Chem. Soc. 1973, 95, 6848-6850.

9.  P. F. Hudrlik and A. M. Hudrlik, "Enol Acetates, Enol Ethers, and Amines by Mercuration of Acetylenes", J. Org. Chem. 1973, 38, 4254-4258.

10.  P. F. Hudrlik, "Use of the Sequence Rule for Indexing Functional Groups in Organic Compounds", J. Chem. Doc. 1973, 13, 203-206.

11.  P. F. Hudrlik and D. Peterson, "Stereospecific Synthesis of Cis or Trans Olefins from <beta>-Ketosilanes", Tetrahedron Lett. 1974, 1133-1136.

12.  P. F. Hudrlik and D. Peterson, "Stereospecific Olefin-Forming Elimination Reactions of <beta>-Hydroxyalkylsilanes", J. Am. Chem. Soc. 1975, 97, 1464-1468.

13.  P. F. Hudrlik, A. M. Hudrlik, and C.-N. Wan, "<alpha>-Methyleneoxetane. Study of a Retro-Diels-Alder Reaction", J. Org. Chem. 1975, 40, 1116-1120.

14.  P. F. Hudrlik, D. Peterson, and R. J. Rona, "Reactions of <alpha>,<beta>-Epoxysilanes with Organocuprate Reagents. A New Stereospecific Olefin Synthesis", J. Org. Chem. 1975, 40, 2263-2264.

15.  P. F. Hudrlik, D. Peterson, and D. Chou, "Preparation of Silylated Esters, Lactones, and Amides", Synth. Commun. 1975, 5, 359-365.

16.  P. F. Hudrlik and M. M. Mohtady, "Preparation of a Substituted <alpha>-Methyleneoxetane by an Intramolecular Alkylation Reaction", J. Org. Chem. 1975, 40, 2692-2693.

17.  P. F. Hudrlik and C.-N. Wan, "Reactions of Oxetane with Imine Salts Derived from Cyclohexanone", J. Org. Chem. 1975, 40, 2963-2965.

18.  P. F. Hudrlik and G. P. Withers, "Rearrangements of <beta>,<gamma>-Epoxysilanes to <beta>-Silyl Aldehydes and Ketones", Tetrahedron Lett. 1976, 29-32.

19.  P. F. Hudrlik, C.-N. Wan, and G. P. Withers, "Pyrolytic Rearrangements of <alpha>,<beta>-Epoxysilanes to Silyl Enol Ethers", Tetrahedron Lett. 1976, 1449-1452.

20.  P. F. Hudrlik, R. N. Misra, G. P. Withers, A. M. Hudrlik, R. J. Rona, and J. P. Arcoleo, "Magnesium Bromide Induced Rearrangements of <alpha>,<beta>-Epoxysilanes", Tetrahedron Lett. 1976, 1453-1456.

21.  P. F. Hudrlik, "Organosilicon Compounds in Organic Synthesis", in "New Applications of Organometallic Reagents in Organic Synthesis", D. Seyferth, Ed., Elsevier, Amsterdam, 1976, pp 127-159. [Journal of Organometallic Chemistry Library, vol. 1]

22.  P. F. Hudrlik, J. P. Arcoleo, R. H. Schwartz, R. N. Misra, and R. J. Rona, "Hydrolytic Ring-Opening of <alpha>,<beta>-Epoxysilanes to <alpha>,<beta>-Dihydroxysilanes", Tetrahedron Lett. 1977, 591-594.

23.  P. F. Hudrlik, A. M. Hudrlik, R. J. Rona, R. N. Misra, and G. P. Withers, "Stereospecific Synthesis of Heteroatom-Substituted Olefins from <alpha>,<beta>-Epoxysilanes. Preparation of Vinyl Bromides, Enol Acetates, Enol Ethers, and Enamides", J. Am. Chem. Soc. 1977, 99, 1993-1996.

24.  P. F. Hudrlik, Reaction Index for "Survey of Organic Syntheses", Volume 2, by C. A. Buehler and D. E. Pearson, Wiley, New York, N. Y., 1977, pp 1001-1105.

25.  P. F. Hudrlik and A. M. Hudrlik, "Applications of Acetylenes in Organic Synthesis", in "The Chemistry of the Carbon-Carbon Triple Bond", S. Patai, Ed., Wiley, New York, N. Y., 1978, pp 199-273.

26.  P. F. Hudrlik and J. M. Takacs, "Reactions of Ketones with Sodium Hydride or Potassium Hydride in the Presence of Trimethylsilyl Chloride. Preparation of Trimethylsilyl Enol Ethers", J. Org. Chem. 1978, 43, 3861-3865.

27.  P. F. Hudrlik, R. H. Schwartz, and J. C. Hogan, "Regioselective Hydrosilylation-Desilylation: Convenient Preparation of a 2-Trimethylsilyl-1-alkene", J. Org. Chem. 1979, 44, 155-157.

28.  P. F. Hudrlik, J. M. Takacs, D. T.-W. Chou, and L. R. Rudnick, "Synthesis of <alpha>-Methylene-<gamma>-butyrolactones by Rearrangements of Cyclopropylcarbinyl Substrates", J. Org. Chem. 1979, 44, 786-793.

29.  P. F. Hudrlik and A. M. Hudrlik, "Some Applications of Organosilicon Compounds to Organic Synthesis", in "Silicon Compounds: Register and Review", Petrarch Systems, Inc., Levittown, Pa., 1979, pp 25-32.

30.  P. F. Hudrlik and C.-N. Wan, "Preparation of a Trans <alpha>,<beta>-Epoxysilane by Selective Pyrolysis", Synth. Commun. 1979, 9, 333-339.

31.  P. F. Hudrlik, R. H. Schwartz, and A. K. Kulkarni, "Conversion of <alpha>,<beta>-Epoxysilanes to Silyl Enol Ethers; an Unprecedented Stereochemical Result", Tetrahedron Lett. 1979, 2233-2236.

32.  P. F. Hudrlik, G. Nagendrappa, A. K. Kulkarni, and A. M. Hudrlik, "Base-Induced Reactions of <alpha>,<beta>-Dihydroxysilanes: Stereochemistry and Mechanisms", Tetrahedron Lett. 1979, 2237-2240.

33.  P. F. Hudrlik, A. M. Hudrlik, R. N. Misra, D. Peterson, G. P. Withers, and A. K. Kulkarni, "Reactions of <alpha>,<beta>-Epoxysilanes with Grignard Reagents. Generation and Trapping of <alpha>-Trimethylsilyl Aldehydes and Ketones", J. Org. Chem. 1980, 45, 4444-4448.

34.  P. F. Hudrlik, A. M. Hudrlik, G. Nagendrappa, T. Yimenu, E. T. Zellers, and E. Chin, "Silicon-Directed Baeyer-Villiger Reactions. Stereospecific Synthesis of Olefinic Acids and Esters", J. Am. Chem. Soc. 1980, 102, 6894-6896.
Correction: J. Am. Chem. Soc. 1982, 104, 1157.

35.  P. F. Hudrlik and A. K. Kulkarni, "<alpha>-Silyl Aldehydes: Preparation and Use as Stereoselective Vinyl Cation Equivalents", J. Am. Chem. Soc. 1981, 103, 6251-6253.

36.  P. F. Hudrlik and A. M. Hudrlik, "Organosilicon Compounds in Organic Synthesis", in "Silicon Compounds: Register and Review", Petrarch Systems, Inc., Bristol, Pa., 1982, pp 14-25.

37.  P. F. Hudrlik, D. T.-W. Chou, and M. A. Stephenson, "Rearrangements of Oxygen-Functionalized Cyclopropylcarbinyl Substrates: An Approach to Oxygenated <alpha>-Methylene-<gamma>-butyrolactones", J. Org. Chem. 1982, 47, 2987-2993.

38.  P. F. Hudrlik, A. M. Hudrlik, and A. K. Kulkarni, "Protiodesilylation Reactions of Simple <beta>-Hydroxysilanes (and <alpha>-Hydroxysilanes). Homo-Brook Rearrangements", J. Am. Chem. Soc. 1982, 104, 6809-6811.

39.  P. F. Hudrlik, A. K. Kulkarni, S. Jain, and A. M. Hudrlik, "Stereochemistry of the Wurtz-Fittig Preparation of Vinylsilanes", Tetrahedron (Symposium in Print) 1983, 39, 877-882.

40.  P. F. Hudrlik, M. A. Waugh, and A. M. Hudrlik, "Effect of Trimethylsilyl Groups on Beckmann Rearrangements and Fragmentations", J. Organomet. Chem. 1984, 271, 69-76.

41.  P. F. Hudrlik, A. M. Hudrlik, and A. K. Kulkarni, "Stereospecific Synthesis of Enamines from <alpha>,<beta>-Epoxysilanes", Tetrahedron Lett. 1985, 26, 139-142.

42.  P. F. Hudrlik and A. K. Kulkarni, "New Method for the Preparation of t-Butyldimethylsilyl Triflate", Tetrahedron Lett. 1985, 26, 1389-1390.

43.  P. F. Hudrlik and A. K. Kulkarni, "Regioselective Preparation of Vinyl Chlorides from 2-Methylcyclohexanone", Tetrahedron 1985, 41, 1179-1182.

44.  P. F. Hudrlik, A. M. Hudrlik, and A. K. Kulkarni, "Elimination Reactions of <alpha>,<beta>-Dihydroxysilanes: Stereospecific Synthesis of Silyl Enol Ethers from Vinylsilanes", J. Am. Chem. Soc. 1985, 107, 4260-4264. [See also C&E News, July 15, 1985, page 22.]

45.  P. F. Hudrlik and E. L. O. Agwaramgbo, "Elimination Reactions of <beta>-Functional Organosilicon Compounds", in "Silicon Chemistry", E. R. Corey, J. Y. Corey, and P. Gaspar, Eds., Ellis Horwood, Ltd., Chichester, 1988, pp 95-104. [Proceedings of Eighth International Symposium on Organosilicon Chemistry, St. Louis, Missouri, June 7-12, 1987.]

46.  P. F. Hudrlik, A. M. Hudrlik, T. Yimenu, M. A. Waugh, and G. Nagendrappa, "Synthesis of <beta>-Silyl Ketones via Reaction of Trimethylsilyllithium with Unsaturated Hydrazones. Application to the Synthesis of Brevicomin", Tetrahedron (Symposium in Print) 1988, 44, 3791-3803.

47.  P. F. Hudrlik, P. E. Holmes, and A. M. Hudrlik, "Protiodesilylation Reactions of <beta>- and <gamma>-Hydroxysilanes: Deuterium Labeling and Silicon-Directed Epoxide Openings", Tetrahedron Lett. 1988, 29, 6395-6398.

48.  P. F. Hudrlik, E. L. O. Agwaramgbo, and A. M. Hudrlik, "Concerning the Mechanism of the Peterson Olefination Reaction", J. Org. Chem. 1989, 54, 5613-5618.

49.  P. F. Hudrlik, Y. M. Abdallah, A. K. Kulkarni, and A. M. Hudrlik, "Rearrangements of Organosilicon Compounds using Organoaluminum Reagents. Conversion of Phenyl- and Alkenyl(chloromethyl)silanes to Benzyl- and Allylsilanes", J. Org. Chem. 1992, 57, 6552-6556.

50.  P. F. Hudrlik, Y. M. Abdallah, and A. M. Hudrlik, "Rearrangements of <alpha>-Halosilanes Induced by Intramolecular Nucleophilic Attack at Silicon", Tetrahedron Lett. 1992, 33, 6743-6746.

51.  P. F. Hudrlik, Y. M. Abdallah, and A. M. Hudrlik, "Generation of Anionic Intermediates by Intramolecular Nucleophilic Attack at Silicon", Tetrahedron Lett. 1992, 33, 6747-6750.

52.  P. F. Hudrlik, A. M. Kassim, E. L. O. Agwaramgbo, K. A. Doonquah, R. R. Roberts, and A. M. Hudrlik, "Base-Induced Reactions of <alpha>-Methylene-<beta>-hydroxysilanes. Formation of Allenes", Organometallics 1993, 12, 2367-2369.

53.  P. F. Hudrlik and A. M. Hudrlik, "<alpha>,<beta>-Epoxysilanes", in "Advances in Silicon Chemistry", Volume 2, G. L. Larson, Ed., JAI Press, Greenwich, CT, 1993, pp 1-89.

54.  P. F. Hudrlik and D. K. Minus, "NMR Spectra of Phenoxysilanes with Various Silyl Groups", J. Organomet. Chem. 1996, 521, 157-162.

55.  P. F. Hudrlik, M. E. Ahmed, R. R. Roberts, and A. M. Hudrlik, "Reactions of (Triphenylsilyl)ethylene Oxide with Grignard Reagents (and with MgBr2). A Reinvestigation", J. Org. Chem. 1996, 61, 4395-4399.

56.  P. F. Hudrlik, D. Ma, R. S. Bhamidipati, and A. M. Hudrlik, "Ring-Opening Reactions of <alpha>,<beta>-Epoxy Silanes with Organocopper Reagents: Reaction at Carbon or Silicon?", J. Org. Chem. 1996, 61, 8655-8658.

57.  P. F. Hudrlik, R. R. Roberts, D. Ma, and A. M. Hudrlik, "Migration of Trimethylsilyl Groups in Enolates of Silyl Esters", Tetrahedron Lett. 1997, 38, 4029-4032.

58.  Y. M. Hijji, P. F. Hudrlik, C. O. Okoro, and A. M. Hudrlik, "Preparation of o-(Silyl)benzyl Alcohols", Synth. Commun., 1997, 27, 4297-4308.

59.  P. F. Hudrlik, L. Tafesse, and A. M. Hudrlik, "Regiochemical Effect of an <alpha>-Trimethylsilyl Group on Epoxide Reactions with Non-nucleophilic Bases", J. Am. Chem. Soc., 1997, 119, 11689-11690.

60.  Y. M. Hijji, P. F. Hudrlik, and A. M. Hudrlik, "Rearrangement of o-(chloromethyldimethylsilyl)phenylmethoxide: evidence for an apical position of the migrating group in a trigonal bipyramid intermediate", J. Chem. Soc., Chem. Commun. 1998, 1213-1214.

61.  P. F. Hudrlik, J. O. Arango, Y. M. Hijji, C. O. Okoro, and A. M. Hudrlik, "Alkoxides of o-Silyl Benzyl Alcohols in Cleavage Reactions: Approaches to Benzyl and Silyl Anion Equivalents", Can. J. Chem., 2000, 78, 1421-1427.

62. P. F. Hudrlik, P. Gebreselassie, L. Tafesse, and A. M. Hudrlik, "Desilylation versus elimination reactions of <beta>-hydroxysilanes: effect of substituents on silicon", Tetrahedron Lett. 2003, 44, 3409-3412.

63.  P. F. Hudrlik, D. Dai, and A. M. Hudrlik, “Reactions of dilithiobutadienes with monochlorosilanes:  Observation of facile loss of organic groups from silicon”, J. Organomet. Chem. 2006, 691, 1257-1264.

64.  P. F. Hudrlik, D. Dai, and A. M. Hudrlik, “Unique reactivity of a 1,4-dilithiobutadiene with methyl iodide”, Tetrahedron Lett. 2006, 47, 3427-3430.

65.  J. Langat, S. Bellayer, P. Hudrlik, A. Hudrlik, P. H. Maupin, J. W. Gilman, Sr., and D. Raghavan, "Synthesis of imidazolium salts and their application in epoxy montmorillonite nanocomposites", Polymer 2006, 47, 6698-6709.

 

66.  P. F. Hudrlik, A. M. Hudrlik, L. Zhang, W. D. Arasho, and J. Cho, “Calix[4]arenes with Siloxanes Bridging Opposite Rings”, J. Org. Chem. 2007, 72, 7858-7862.

 

67.  P. F. Hudrlik, W. D. Arasho, and A. M. Hudrlik, “The Wurtz-Fittig Reaction in the Preparation of C-Silylated Calixarenes”, J. Org. Chem. 2007, 72, 8107-8110.

 

68.  P. F. Hudrlik, A. M. Hudrlik, W. D. Arasho, and R. J. Butcher, “A Convenient Preparation of C-Silylated Calixarenes”, Synthesis 2008, accepted for publication.