4.8 Article

Iron-Catalyzed Cyclopropanation with Glycine Ethyl Ester Hydrochloride in Water

Journal

ORGANIC LETTERS
Volume 14, Issue 8, Pages 2162-2163

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol300688p

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Funding

  1. SSCI
  2. ETH-Zurich [0-20744-11]

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An iron-catalyzed cyclopropanation reaction of styrenes in aqueous media is disclosed that employs glycine ethyl ester hydrochloride in a tandem diazotization/cyclopropanation reaction. The products are accessed in good yields and good diastereoselectivity using readily available and inexpensive starting materials. Moreover, a wide range of transition metals may be used under these conditions, thus opening new opportunities for efficient carbene-transfer reactions under user-friendly conditions.

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