Michael A. Drahl

Publications (4) View all

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  Available from: Michael A. Drahl

  Article: Toward an integrated route to the vernonia allenes and related sesquiterpenoids.

  Da Xu, Michael A Drahl, Lawrence J Williams
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  ABSTRACT: The synthesis of a model endocyclic allene related to the vernonia allenes is described. Fragmentation of a suitable decalin derivative gave the simplified germacrane scaffold. Computational analysis of this and related substrates provides insight into the stereoelectronic requirements of C-C fragmentation. The overall strategy to access these and other sesquiterpenes and the key steps in the present sequence are also discussed.
  Beilstein Journal of Organic Chemistry 01/2011; 7:937-43. · 2.52 Impact Factor
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  Available from: Michael A. Drahl

  Article: Selective conversion of an enantioenriched cyclononadienone to the xeniolide, xenibellol, and florlide cores: an integrated routing strategy

  Michael A. Drahl, Novruz G. Akhmedov, Lawrence J. Williams
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  ABSTRACT: Members of the xenicane superfamily induce a variety of biological responses in vitro. In order to enable a better understanding of the function of these substances, we have developed a strategy that integrates the synthetic routes to many of its members. The core ring systems of the xeniolide, xenibellol, and florlide natural products were constructed stereoselectively from an enantioenriched cyclononadienone. The use of the cyclononadiene scaffold, reagent-controlled transannulations, and the parallels of these transformations to possible biosynthetic pathways of the natural product classes are discussed.
  Tetrahedron Letters. 01/2011;
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  Article: Selective inhibition of human brain tumor cells through multifunctional quantum-dot-based siRNA delivery.

  Jongjin Jung, Aniruddh Solanki, Kevin A Memoli, Ken-ichiro Kamei, Hiyun Kim, Michael A Drahl, Lawrence J Williams, Hsian-Rong Tseng, KiBum Lee
  Angewandte Chemie International Edition 11/2009; 49(1):103-7. · 13.45 Impact Factor
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  Available from: Michael A. Drahl

  Article: Dynamic kinetic asymmetric allylation of hydrazines and hydroxylamines.

  Ian Mangion, Neil Strotman, Michael Drahl, Jason Imbriglio, Erin Guidry
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  ABSTRACT: Hydrazines and hydroxylamines have been found to be excellent nucleophiles for the palladium-catalyzed dynamic asymmetric allylic amination of vinyl epoxide, with good yields and enantioselectivities of up to 97% ee. This method is applicable to acyclic and heterocyclic amines and was applied toward a five-step synthesis of (R)-piperazic acid.
  Organic Letters 08/2009; 11(15):3258-60. · 5.86 Impact Factor