cheminform abstract: suzuki—miyaura cross-coupling of 3-pyridyl triflates with...

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ChemInform 2011, 42, issue 10 © 2011 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim Pyridine derivatives R 0380 DOI: 10.1002/chin.201110147 Suzuki—Miyaura Cross-Coupling of 3-Pyridyl Triflates with Alk-1-enyl-2-pina- col Boronates. — The title reaction proceeds smoothly providing the cross-coupled products (III) in moderate to good yields. Also, the cross-coupling reaction is carried out with the more functionalized alkenyl boronate (VI) towards a convergent synthesis of cananodine. Compound (VII) contains all of the carbon atoms necessary for the syn- thesis of the bicyclic core of cananodine. Diene (IIIb) represents a reasonable precursor for the preparation of xestamine C. — (VYVYAN*, J. R.; DELL, J. A.; LIGON, T. J.; MOTANIC, K. K.; WALL, H. S.; Synthesis 2010, 21, 3637-3644, http://dx.doi.org/10.1055/s-0030-1258237 ; Dep. Chem., West. Wash. Univ., Bellingham, WA 98225, USA; Eng.) — H. Hoennerscheid 10- 147

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Page 1: ChemInform Abstract: Suzuki—Miyaura Cross-Coupling of 3-Pyridyl Triflates with Alk-1-enyl-2-pinacol Boronates

Pyridine derivativesR 0380 DOI: 10.1002/chin.201110147

Suzuki—Miyaura Cross-Coupling of 3-Pyridyl Triflates with Alk-1-enyl-2-pina-col Boronates. — The title reaction proceeds smoothly providing the cross-coupled products (III) in moderate to good yields. Also, the cross-coupling reaction is carried out with the more functionalized alkenyl boronate (VI) towards a convergent synthesis of cananodine. Compound (VII) contains all of the carbon atoms necessary for the syn-thesis of the bicyclic core of cananodine. Diene (IIIb) represents a reasonable precursor for the preparation of xestamine C. — (VYVYAN*, J. R.; DELL, J. A.; LIGON, T. J.; MOTANIC, K. K.; WALL, H. S.; Synthesis 2010, 21, 3637-3644, http://dx.doi.org/10.1055/s-0030-1258237 ; Dep. Chem., West. Wash. Univ., Bellingham, WA 98225, USA; Eng.) — H. Hoennerscheid

10- 147

ChemInform 2011, 42, issue 10 © 2011 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim