Iron-Catalyzed Cyclopropanation with Glycine Ethyl Ester Hydrochloride in Water

Morandi, Bill; Dolva, Amund; Carreira, Erick M.

doi:10.1021/ol300688p

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Iron-Catalyzed Cyclopropanation with Glycine Ethyl Ester Hydrochloride in Water

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Morandi, Bill
Research Group Morandi, Max-Planck-Institut für Kohlenforschung, Max Planck Society;
Laboratory of Organic Chemistry, ETH-Zürich, HCI H335, Wolfgang-Pauli-Strasse 10, 8093 Zürich, Switzerland;

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Citation

Morandi, B., Dolva, A., & Carreira, E. M. (2012). Iron-Catalyzed Cyclopropanation with Glycine Ethyl Ester Hydrochloride in Water. Organic Letters, 14(8), 2162-2163. doi:10.1021/ol300688p.

Cite as: https://hdl.handle.net/11858/00-001M-0000-0025-C17C-3

Abstract

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.