4.8 Article

Straightforward Synthesis of Enantiopure 2,3-Dihydrobenzofurans by a Sequential Stereoselective Biotransformation and Chemical Intramolecular Cyclization

Journal

ORGANIC LETTERS
Volume 12, Issue 15, Pages 3498-3501

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol101336y

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Funding

  1. Spanish Ministry of Science and Innovation (MICINN) [CTQ 2007-61126]
  2. Ramon y Cajal Program
  3. FPU
  4. MICINN

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A new family of optically active 2,3-dihydrobenzofurans has been prepared by a simple chemoenzymatic asymmetric strategy. This synthetic approach is based on the combination of a lipase-mediated kinetic resolution of 1-aryl-2-propanols or bioreduction of the corresponding ketones followed by an intramolecular cyclization reaction. These novel compounds have been prepared in enantiopure form and in good overall yield through a straightforward route.

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