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. 2011 Nov 21;47(43):11846-8.
doi: 10.1039/c1cc15248c. Epub 2011 Oct 10.

Pyridine synthesis from oximes and alkynes via rhodium(III) catalysis: Cp* and Cp(t) provide complementary selectivity

Todd K Hyster  1 , Tomislav Rovis
Affiliations

Pyridine synthesis from oximes and alkynes via rhodium(III) catalysis: Cp* and Cp(t) provide complementary selectivity

Todd K Hyster et al. Chem Commun (Camb). .

Erratum in

Abstract

The synthesis of pyridines from readily available α,β-unsaturated oximes and alkynes under mild conditions and low temperatures using Rh(III) catalysis has been developed. It was found that the use of sterically different ligands allows for complementary selectivities to be achieved.

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Figures

Scheme 1
Scheme 1
Isoquinoline Scope
Scheme 2
Scheme 2
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References

    1. Mitscher LA. Chem. Rev. 2005;105:559. - PubMed
    2. Torres M, Gil S, Parra M. Curr. Org. Chem. 2005;9:1757.
    3. Jones G. In: Comprehensive Heterocyclic Chemistry II. Katritzky AR, Rees CW, Scriven EFV, McKillop A, editors. Vol. 5. Oxford: Pergamon; 1996. p. 167.
    4. Henry GD. Tetrahedron. 2004;60:6043.
    5. Michael JP. Nat. Prod. Rep. 2005;104:3787. - PubMed
    1. Roughley SD, Jordan AM. J. Med. Chem. 2011;54:3451. - PubMed

    1. Hill MD. Chem.-Eur. J. 2010;16:12052. Select examples: Movassaghi M, Hill MD, Ahmad OK. J. Am. Chem. Soc. 2007;129:10096. Movassaghi M, Hill MD. J. Am. Chem. Soc. 2006;128:4592.

    1. D’Souza BR, Lane TK, Louie J. Org. Lett. 2011;13:2936. - PMC - PubMed
    2. Manning JR, Davies HML. J. Am. Chem. Soc. 2008;130:8602. - PMC - PubMed
    3. Barluenga J, Fernández-Rodríguez MA, García-García P, Aguilar E. J. Am. Chem. Soc. 2008;130:2764. - PubMed
    4. Dash J, Lechel T, Reissig H-U. Org. Lett. 2007;9:5541. - PubMed
    5. Trost BM, Gutierrez AC. Org. Lett. 2007;9:1473. - PMC - PubMed
    6. Wang Y-F, Chiba S. J. Am. Chem. Soc. 2009;131:12570. - PubMed
    7. Oberg KM, Lee EE, Rovis T. Tetrahedron. 2009;65:5056. - PMC - PubMed
    1. Oberg KM, Rovis T. J. Am. Chem. Soc. 2011;133:4785. - PMC - PubMed
    2. Friedman RK, Oberg KM, Dalton DM, Rovis T. Pure Appl. Chem. 2010;82:1353. - PMC - PubMed
    3. Perreault S, Rovis T. Chem. Soc. Rev. 2009;38:3149. - PMC - PubMed

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