4.6 Article

Catalytic enantioselective addition of isocyanoacetate to 3-methyl-4-nitro-5-styrylisoxazoles under phase transfer catalysis conditions

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 13, Issue 43, Pages 10609-10612

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c5ob01880c

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Funding

  1. Fondazione con il Sud [2011-PDR-20]

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The reaction between 3-methyl-4-nitro-5-styrylisoxazoles and ethyl isocyanoacetate proceeded under phase transfer catalysis to give enantioenriched monoadducts in high enantiomeric excess (up to 99% ee). The resulting adducts were subsequently cyclised to give 2,3-dihydropyrroles and substituted pyrrolidines in identical high ees and as a single diastereoisomer.

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