Robert B. Grossman's Publications

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Research Papers from University of Kentucky:

  1. Robert B. Grossman. "threo-3,4-Divinyladipic Acid." J. Org. Chem. 1997, 62 (6), 1906-1908.

  2. Robert B. Grossman. "An Essay Assignment for Organic Chemistry Courses." Chem. Educator 1997, 2 (2).

  3. Robert B. Grossman and Melissa A. Varner. "Selective Monoalkylation of Diethyl Malonate, Ethyl Cyanoacetate, and Malononitrile Using a Masking Group for the Second Acidic Hydrogen." J. Org. Chem. 1997, 62 (15), 5235-5237.

  4. Robert B. Grossman and Robert J. Trupp. "The First Reagent-Controlled Asymmetric Halolactonizations. Dihydroquinidine–Halogen Complexes as Chiral Sources of Positive Halogen Ion." Can. J. Chem. 1998, 76, 1233-1237.

  5. Robert B. Grossman. "Pauson–Khand Approach to Chiral, Diastereomerically Pure Group 4 ansa-Metallocene Complexes." Tetrahedron 1999, 55 (4), 919-934.

  6. Robert B. Grossman, Melissa A. Varner, and Aaron J. Skaggs. "Double Annulation Route to Highly Substituted and Functionalized Trans-Fused Bicyclic Compounds." J. Org. Chem. 1999, 64 (2), 340-341.

  7. Robert B. Grossman, Ravindra M. Rasne, and Brian O. Patrick. "Nitro Compounds in the Double Annulation Route to Trans-Fused Bicyclic Compounds." J. Org. Chem. 1999, 64 (19), 7173-7177. REPRINT

  8. Robert B. Grossman, Dhananjay S. Pendharkar, and Brian O. Patrick. "[n + 1] Annulation Route to Highly Substituted Cyclic Ketones with Pendant Ketone, Nitrile, and Ester Functionality." J. Org. Chem. 1999, 64 (19), 7178-7183. REPRINT

  9. Melissa A. Varner and Robert B. Grossman. "Annulation Routes to trans-Decalins." Tetrahedron 1999, 55(49), 13867-13886.

  10. Robert B. Grossman, Aaron J. Skaggs, Arlene E. Kray, and Brian O. Patrick. "Double Annulation Route to Fused Bicyclic Compounds with Three Contiguous Quaternary Centers." Org. Lett. 1999, 1 (10), 1583-1586. REPRINT

  11. Robert B. Grossman, Dhananjay S. Pendharkar, Ravindra M. Rasne, and Melissa A. Varner. "Double Annulation Route to Highly Substituted and Functionalized Cis Bicyclic and Tricyclic δ-Lactams and Imides." J. Org. Chem. 2000, 65 (10), 3255-3258. REPRINT

  12. Robert B. Grossman and Helen Jacobs. "On the Structures of Plukenetiones B, D, and E and their Relationships to other Polycyclic Polyprenylated Acylphloroglucinols." Tetrahedron Lett. 2000, 41 (27), 5165-5169.

  13. Robert B. Grossman. "The Double Annulation of Tethered Diacids and Alkynones: History and Scope." Synlett 2001 (1), 13-21.

  14. Freddie Hughes, Jr. and Robert B. Grossman. "A Heterocycle-Forming Double Michael Reaction. [5 + 1] Annulation Route to Highly Substituted and Functionalized Piperidines." Org. Lett. 2001, 3 (18), 2911-2914. REPRINT

  15. Robert B. Grossman and Ravindra M. Rasne. "Short Total Syntheses of Both the Putative and Actual Structures of the Clerodane Diterpenoid Sacacarin by Double Annulation." Org. Lett. 2001, 3 (25), 4027-4030. REPRINT

  16. Derrick S. Holeman, Ravindra M. Rasne, and Robert B. Grossman. "Trimethylsilylethynyl Ketones as Surrogates for Ethynyl Ketones in the Double Michael Reaction." J. Org. Chem. 2002, 67 (9), 3149-3151. REPRINT

  17. Robert B. Grossman, Kazuyuki Hattori, Sean Parkin, Brian O. Patrick, and Melissa A. Varner. "The Bicyclic N,N'-Diacylaminal: A New Motif for Molecular Self-Assembly." J. Am. Chem. Soc. 2002, 124 (46), 13686-13687. REPRINT

  18. Robert B. Grossman, Sébastien Comesse, Ravindra M. Rasne, Kazuyuki Hattori, and Matthew N. Delong. "Phosphoramidites are Efficient, Green Organocatalysts for the Michael Reaction. Mechanistic Insights into the Phosphorus-Catalyzed Michael Reaction of Alkynones and Implications for Asymmetric Catalysis." J. Org. Chem. 2003, 68 (3), 871-874. REPRINT

  19. Kazuyuki Hattori and Robert B. Grossman. "Functionalized cis- and trans-Fused Bicyclic α-Amino Acids via Stereoselective Double Annulation and Dequaternization Reactions." J. Org. Chem. 2003, 68 (4), 1409-1417. REPRINT

  20. Robert B. Grossman and Ravindra M. Rasne. "Methodology Validation and Structure Correction by Total Synthesis: The Case of the Clerodane Diterpenoid, Sacacarin." In Strategies and Tactics in Organic Synthesis; M. Harmata, Ed.; Elsevier: Amsterdam, 2004; Vol. 4, Chap. 1, pp. 1-18.

  21. Shuqian Liu, Hui Huang, Xin Lu, Miroslaw Golinski, Sébastien Comesse, David Watt, Robert B. Grossman, and Jeffrey A. Moscow. "Down-Regulation of Thiamine Transporter THTR2 Gene Expression in Breast Cancer and Its Association With Resistance to Apoptosis." Mol. Cancer Res. 2003, 1 (9), 665-673.

  22. Roxana Ciochina and Robert B. Grossman. "A New Synthetic Approach to the Polyprenylated Polycyclic Acylphloroglucinols." Org. Lett. 2003, 5 (24), 4619-4622. REPRINT

  23. Jason T. Brewer, Sean Parkin, and Robert B. Grossman. "A Systematic Study of the Relationship between Molecular and Crystal Structure Among 3,5-Diazabicyclo[2.2.2]octane-2,6-diones." Cryst. Growth Des. 2004, 4 (3), 591-594. REPRINT

  24. Jimmy D. Blankenship, Justin B. Houseknecht, Sitaram Pal, Lowell P. Bush, Robert B. Grossman, and Christopher L. Schardl. "Biosynthetic Precursors of Fungal Pyrrolizidines, the Loline Alkaloids." ChemBioChem 2005, 6 (6), 1016-1022.

  25. Raghu Ram Chamala, Roxana Ciochina, Raphael A. Finkel, Robert B. Grossman, Saravana Kannan, and Prasanth Ramachandran. "EPOCH: An Organic Chemistry Homework Program that Offers Response-Specific Feedback." J. Chem. Ed. 2006, 83 (1), 164-169.

  26. Jerome R. Faulkner, Syed R. Hussaini, Jimmy D. Blankenship, Sitaram Pal, Bruce M. Branan, Robert B. Grossman, and Christopher L. Schardl. "On the Sequence of Bond Formation in Loline Alkaloid Biosynthesis." ChemBioChem 2006, 7 (7), 1078-1088.

  27. Roxana Ciochina and Robert B. Grossman. "Polycyclic Polyprenylated Acylphloroglucinols." Chem. Rev. 2006, 106 (9), 3963-3986. REPRINT

  28. Christopher L. Schardl, Robert B. Grossman, Padmaja Nagabhyru, Jerome R. Faulkner, and Uma P. Mallik. "Loline alkaloids: Currencies of mutualism." Phytochemistry 2007, 68 (7), 980-996.

  29. Lynnette M. A. Dirk, Jack J. Schmidt, Yiying Cai, Jonathan C. Barnes, Katherine M. Hanger, Nihar R. Nayak, Mark A. Williams, Robert B. Grossman, Robert L. Houtz, and David W. Rodgers. "Insights into the Substrate Specificity of Plant Peptide Deformylase, an Essential Enzyme with Potential for the Development of Novel Biotechnology Applications in Agriculture." Biochem. J. 2008, 413 (3), 917-927.

  30. Martin J. Spiering, Jerome R. Faulkner, Dong-Xiu Zhang, Caroline Machado, Robert B. Grossman, and Christopher L. Schardl. "Role of the LolP cytochrome P450 monooxygenase in loline alkaloid biosynthesis." Fungal Genet. Biol. 2008, 45 (9), 1307-1314.

  31. Juan Pan, Minakshi Bhardwaj, Jerome R. Faulkner, Padmaja Nagabhyru, Nikki D. Charlton, Richard M. Higashi, Anne-Frances Miller, Carolyn A. Young, Robert B. Grossman, and Christopher L. Schardl. "Ether bridge formation in loline alkaloid biosynthesis." Phytochemistry 2014, 98, 60-68.

  32. Juan Pan, Minakshi Bhardwaj, Padmaja Nagabhyru, Robert B. Grossman, and Christopher L. Schardl. "Enzymes from fungal and plant origin required for chemical diversification of insecticidal loline alkaloids in grass-Epichloë symbiota." PLOS One 2014, 9, e115590.

  33. Xing-Wei Yang, Robert B. Grossman, and Gang Xu. "Research Progress of Polycyclic Polyprenylated Acylphloroglucinols." Chem. Rev. 2018, 118 (7), 3508-3558.

  34. Juan Pan, Minakshi Bhardwaj, Bo Zhang, Wei-chen Chang, Christopher L. Schardl, Carsten Krebs, Robert B. Grossman, and J. Martin Bollinger, Jr. "Installation of the ether bridge of lolines by the iron- and 2-oxoglutarate-dependent oxygenase, LolO: regio- and stereochemistry of sequential hydroxylation and oxacyclization reactions." Biochemistry, 2018, 57 (14), 2074-2083. ACS Editors' Choice article.

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Books and Software:

  1. Robert B. Grossman. The Art of Writing Reasonable Organic Reaction Mechanisms

  2. ACE Organic: a Web-based organic chemistry homework program that provides response-specific feedback to structures drawn by students.

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Research papers from undergraduate, graduate, and postdoctoral career:

  1. Keith A. Horn, Robert B. Grossman, and Anne A. Whitenack. "The Palladium Catalyzed Synthesis of Substituted Phenylethynylpentamethyldisilanes and Phenylethynylheptamethyltrisilanes." J. Organomet. Chem. 1987, 332(3), 271-278.

  2. Robert A. Pascal, Jr. and Robert B. Grossman. "A Comment on the Structure and Proton NMR Spectrum of 2,8,17-Trithia[45,12][9]metacyclophane." J. Org. Chem. 1987, 52(20), 4616-4617.

  3. Robert A. Pascal, Jr., Robert B. Grossman, and Donna van Engen. "Synthesis of in-[34,10][7]metacyclophane: Projection of an Aliphatic Hydrogen Toward the Center of an Aromatic Ring." J. Am. Chem. Soc. 1987, 109(22), 6878-6880.

  4. Robert B. Grossman. "Van't Hoff, Le Bel, and the Development of Stereochemistry: A Reassessment." J. Chem. Ed. 1989, 66(1), 30-33.

  5. Keith A. Horn, Robert B. Grossman, Jonathan R. G. Thorne, and Anne A. Whitenack. "σ,π* Charge-Transfer Excited States of Substituted (Phenylethynyl)pentamethyldisilanes." J. Am. Chem. Soc. 1989, 111(13), 4809-4821.

  6. Robert B. Grossman, Ruth Ann Doyle, and Stephen L. Buchwald. "Syntheses of Ethylene-1,2-bis(η5-4,5,6,7-tetrahydro-1-indenyl)zirconium and -hafnium Hydride Complexes. Improved Syntheses of the Corresponding Dichlorides." Organometallics 1991, 10(5), 1501-1505.

  7. Robert B. Grossman, William M. Davis, and Stephen L. Buchwald. "Enantioselective, Zirconium-Mediated Synthesis of Allylic Amines." J. Am. Chem. Soc. 1991, 113(6), 2321-2322.

  8. Robert B. Grossman and Stephen L. Buchwald. "Reductive Cyclization of Ester-Containing Enynes with a Practical Titanocene Reagent. Synthesis of Bicyclic Cyclopentenones and Iminocyclopentenes." J. Org. Chem. 1992, 57(22), 5803-5805.

  9. Scott C. Berk, Robert B. Grossman, and Stephen L. Buchwald. "Titanocene-Catalyzed Conversion of Enynes to Bicyclic Cyclopentenones." J. Am. Chem. Soc. 1993, 115(11), 4912-4913.

  10. Scott C. Berk, Robert B. Grossman, and Stephen L. Buchwald. "Development of a Titanocene Catalyzed Enyne Cyclization/ Isocyanide Insertion Reaction." J. Am. Chem. Soc. 1994, 116(19), 8593-8601.

  11. Robert B. Grossman, Jing-Cherng Tsai, William M. Davis, Alberto Gutiérrez, and Stephen L. Buchwald. "Synthesis and Structure of a C2-Symmetric, Doubly Bridged ansa-Titanocene Complex." Organometallics 1994, 13(10), 3892-3896.

  12. Robert B. Grossman and Steven V. Ley. "Chemistry of Insect Antifeedants from Azadirachta Indica (Part 16): Synthesis of Several Derivatives of Azadirachtin Containing Fluorescent or Immunogenic Reporter Groups." Tetrahedron 1994, 50(29), 8871-8884.

  13. Robert B. Grossman and Steven V. Ley. "Chemistry of Insect Antifeedants from Azadirachta Indica (Part 17): Synthesis of Model Compounds of Azadirachtin. Unusual Effect of Remote Substituents on the Course of the Oxidative Ring Contraction Reaction." Tetrahedron 1994, 50(39), 11553-11568.

  14. Monique S. J. Simmonds, Wally M. Blaney, Robert B. Grossman, and Steven V. Ley. "Behavioural Responses of Locusts and Spodoptera littoralis to Azadirachtin and Azadirachtin Analogues Containing Fluorescent and Immunogenic Reporter Groups." J. Insect Physiol. 1995, 41(7), 555-564.

  15. Monique S. J. Simmonds, Wally M. Blaney, Steven V. Ley, James C. Anderson, Rolf Bänteli, Alastair A. Denholm, P. Green, Robert B. Grossman, Clare Gutteridge, Lynn Jennens, Stephen C. Smith, Peter L. Toogood, and Anthony Wood. "Behavioural and Neurophysiological Responses of Spodoptera littoralis to Azadirachtin and a Range of Synthetic Analogues." Entomologia Exp. Appl. 1995, 77(1), 69-80.

  16. Mariluz L. de la Puente, Robert B. Grossman, Steven V. Ley, Monique S. J. Simmonds, and Wally M. Blaney. "Chemistry of insect antifeedants from Azadirachta indica (Part 20): synthesis of biologically active, simple analogues of azadirachtin, containing the hydroxytetrahydrofurancarboxylate hemiketal moiety." J. Chem. Soc., Perkin Trans. 1 1996, (13), 1517-1521.

  17. Alasdair J. Nisbet, A. Jennifer Mordue (Luntz), Robert B. Grossman, Lyn Jennens, Steven V. Ley, and William Mordue. "Characterization of Azadirachtin binding to Sf9 nuclei in vitro." Arch. Insect Biochem. Physiol. 1997, 34(4), 461-473, and 2001, 46(1-2), 78-86.

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Electronic Reprints

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If you desire a reprint of one of my articles that has appeared in a non-ACS journal to which you do not have a Web subscription, please write to me.

ArticleWeb SubscriptionNo Web Subscription
Grossman, Rasne, Patrick. "Nitro Compounds...." J. Org. Chem. 1999, 64(19), 7173. Reprint Reprint
Grossman, Pendharkar, Patrick. "[n + 1] Annulation Route...." J. Org. Chem. 1999, 64(19), 7178. Reprint Reprint
Grossman, Skaggs, Kray, Patrick. "... Three Contiguous Quaternary Centers." Org. Lett. 1999, 1(10), 1583. Reprint Reprint
Grossman, Pendharkar, Rasne, Varner. "... Cis Bicyclic and Tricyclic δ-Lactams and Imides." J. Org. Chem. 2000, 65(10), 3255. Reprint Reprint
Hughes, Grossman. "A Heterocycle-Forming Double Michael Reaction...." Org. Lett. 2001, 3(18), 2911. Reprint Reprint
Grossman, Rasne. "Short Total Syntheses of Both...." Org. Lett. 2001, 3(25), 4027. Reprint Reprint
Holeman, Rasne, Grossman. "Trimethylsilylethynyl Ketones...." J. Org. Chem. 2002, 67(9), 3149. Reprint Reprint
Grossman, Hattori, Parkin, Patrick, Varner. "The Bicyclic N,N'-Diacylaminal...." J. Am. Chem. Soc. 2002, 124(46), 13686. Reprint Reprint
Grossman, Comesse, Rasne, Hattori, Delong. "Phosphoramidites...." J. Org. Chem. 2003, 68(3), 871. Reprint Reprint
Hattori, Grossman. "Functionalized cis- and trans-Fused Bicyclic...." J. Org. Chem. 2003, 68(4), 1409. Reprint Reprint
Ciochina, Grossman. "... Polycyclic Polyprenylated Acylphloroglucinols." Org. Lett. 2003, 5(24), 4619. Reprint Reprint
Brewer, Parkin, Grossman. "A Systematic Study ...." Cryst. Growth Des. 2004, 4(3), 591. Reprint Reprint
Ciochina, Grossman. "Polycyclic Polyprenylated ...." Chem. Rev. 2006, 106(9), 3963. Reprint Reprint