Michel Gravel's Group

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Group Meetings




Refereed Publications

24) Wilde, M. M. D.; Gravel, M. "Bis(amino)cyclopropenylidenes as Organocatalysts for Acyl Anion and Extended Umpolung Reactions", Angew. Chem. Int. Ed. 2013, 52, 12651-12654. (Hot Paper) doi. This article is the object of a very nice highlight in Angew. Chem. Int. Ed. and one in Synfacts.

23) Thai, K.; Langdon, S. M.; Bilodeau, F.; Gravel, M. "Highly Chemo- and Enantioselective Cross-Benzoin Reaction of Aliphatic Aldehydes and α-Ketoesters", Org. Lett. 2013, 15, 2214-2217. doi free e-print

22) Holmes, J.; Gravel, M. "The Stetter Reaction" in Comprehensive Organic Synthesis II, G. A. Molander & P. Knochel, Eds.; Elsevier, 2013.

21) Thai, K.; Sánchez-Larios, E.; Gravel, M. "N-Heterocyclic Carbenes" in Comprehensive Enantioselective Organocatalysis, P. I. Dalko, Ed.; Wiley-VCH, 2013.

20) Zhou, S.; Sánchez-Larios, E.; Gravel, M. "Scalable Synthesis of Highly Reactive 1,3-Diaminodienes from Vinamidinium Salts and Their Use in Diels-Alder Reactions", J. Org. Chem. 2012, 77, 3576-3582. doi free e-print

19) Sánchez-Larios, E.; Thai, K.; Bilodeau, F.; Gravel, M. "Highly Enantioselective Intermolecular Stetter Reactions of β-Aryl Acceptors: α-Ketoester Moiety as Handle for Activation and Synthetic Manipulations", Org. Lett. 2011, 13, 4942-4945. doi free e-print

18) Sánchez-Larios, E.; Holmes, J. M.; Daschner, C. L.; Gravel, M. "Synthesis of Spiro Bis-Indanes via Domino Stetter-Aldol-Michael and Stetter-Aldol-Aldol Reactions: Scope and Limitations", Synthesis 2011, 1896-1904. (invited article) doi

17) Sánchez-Larios, E.; Holmes, J. M.; Daschner, C. L.; Gravel, M. "NHC-Catalyzed Spiro Bis-Indane Formation via Domino Stetter-Aldol-Michael and Stetter-Aldol-Aldol Reactions", Org. Lett. 2010, 12, 5772-5775. doi free e-print

16) Thai, K.; Wang, L.; Dudding, T.; Bilodeau, F.; Gravel, M. "NHC-Catalyzed Intramolecular Redox Amidation for the Synthesis of Functionalized Lactams", Org. Lett. 2010, 12, 5708-5711. doi free e-print. This article was highlighted in Synfacts.

15) Thai, K.; Gravel, M. "Design, Synthesis, and Application of Chiral Electron-Poor Guanidines as Hydrogen-Bonding Catalysts for the Michael Reaction", Tetrahedron: Asymmetry 2010, 21, 751-755. doi

14) Thai, K.; Clement, C. W.; Gravel, M. "A Simple One-Pot Synthesis of Triflyl Guanidines: Access to Highly Substituted Electron-Poor Guanidines", Tetrahedron Lett. 2009, 50, 6540-6542. doi

13) Sánchez-Larios, E.; Gravel, M. "Diastereoselective Synthesis of Indanes via a Domino Stetter-Michael Reaction", J. Org. Chem. 2009, 74, 7536-7539. doi free e-print

12) Holmes, J. M.; Albert, A. L.; Gravel, M. "Practical Synthesis and Highly Diastereoselective Diels-Alder Reactions of 1-Alkylthio-3-silyloxybutadienes", J. Org. Chem. 2009, 74, 6406-6409. doi free e-print

11) Wang, L.; Thai, K.; Gravel, M. "NHC-Catalyzed Ring Expansion of Oxacycloalkane-2-Carboxaldehydes: A Versatile Synthesis of Lactones", Org. Lett. 2009, 11, 891-893. doi free e-print. This article was highlighted in Synfacts.


10) Wilde, M.M.; Gravel, M. "(2-Acetylamino)propanedioic Acid" in Encyclopedia of Reagents for Organic Synthesis (e-EROS), D. Crich, Ed.-in-chief; John Wiley & Sons, 2013.

9) Sánchez-Larios, E.; Gravel, M. "Lithium Hydroperoxide" update in Encyclopedia of Reagents for Organic Synthesis (e-EROS), D. Crich, Ed.-in-chief; John Wiley & Sons, 2011.

Prior to U of S:

8) Gondi, V.; Gravel, M.; Rawal, V. H. "Hydrogen Bond Catalyzed Enantioselective Vinylogous Mukaiyama Aldol Reaction", Org. Lett. 2005, 7, 5657-5660. doi

7) Gravel, M.; Touré, B. B.; Hall, D. G. "Practical procedure for the preparation of functionalized (E)-1-alkenylboronic acids including the unprecedented 1-alkoxycarbonyl derivatives", Org. Prep. Proc. Int. 2004, 36, 573-579.

6) Gravel, M.; Lachance, H.; Lu, X.; Hall, D.G. "Scope and limitations of the scandium-catalyzed enantioselective addition of chiral allylboronates to aldehydes", Synthesis 2004, 1290-1302. (Feature Article) doi

5) Lachance, H.; Lu, X.; Gravel, M.; Hall, D.G. "Scandium-Catalyzed Allylboration of Aldehydes as a Practical Method for Highly Diastereo- and Enantioselective Construction of Homoallylic Alcohols", J. Am. Chem. Soc. 2003, 125, 10160-10161. doi

4) Gravel, M.; Thompson, K.A.; Zak, M.; Bérubé, C.; Hall, D.G. "Universal Solid Phase Approach for the Immobilization, Derivatization, and Resin-to-Resin Transfer Reactions of Boronic Acids" J. Org. Chem. 2002, 67, 3-15. (Article featured on cover page) doi

3) Gravel, M.; Bérubé, C.D.; Hall, D.G. "Resin-to-Resin Suzuki Coupling of Solid Supported Arylboronic Acids" J. Comb. Chem. 2000, 2, 228-231. doi

2) Hall, D.G.; Tailor, J.; Gravel, M. "N,N-Diethanolaminomethyl Polystyrene: An Efficient Solid Support to Immobilize Boronic Acids" Angew. Chem., Int. Ed. 1999, 38, 3064-3067. doi

1) Déziel, R.; Malenfant, É.; Thibault, C.; Fréchette, S.; Gravel, M. "2,6-Bis[(2S)-Tetrahydrofuran-2-yl]phenyl Diselenide: An Effective Reagent for Asymmetric Electrophilic Addition Reactions to Olefins" Tetrahedron Lett. 1997, 38, 4753-4756. doi