4.6 Article

Diastereoselective Chain-Elongation Reactions Using Microreactors for Applications in Complex Molecule Assembly

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 17, Issue 12, Pages 3398-3405

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201003148

Keywords

asymmetric synthesis; crotylation; flow chemistry; homopropargylation; microreactors

Funding

  1. AstraZeneca
  2. Alexander von Humboldt Foundation
  3. EPSRC
  4. Mitsubishi Tanabe Pharma
  5. Royal Society
  6. BP Endowment
  7. Engineering and Physical Sciences Research Council [EP/F069685/1] Funding Source: researchfish
  8. EPSRC [EP/F069685/1] Funding Source: UKRI

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Diastereoselective chain-elongation reactions are important transformations for the assembly of complex molecular structures, such as those present in polyketide natural products. Here we report new methods for performing crotylation reactions and homopropargylation reactions by using newly developed low-temperature flow-chemistry technology. In-line purification protocols are described, as well as the application of the crotylation protocol in an automated multi-step sequence.

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