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Direct Alkylation of 1-Azabicyclo[1.1.0]butanes

Ryan Gianatassio*, Dora Kadish

*Department of Medicinal Chemistry, Biotherapeutic and Medicinal Sciences, Biogen, 225 Binney Street, Cambridge, Massachusetts 02142, United States, Email:

R. Gianatassio, D. Kadish, Org. Lett., 2019, 21, 2060-2063.

DOI: 10.1021/acs.orglett.9b00321 (free Supporting Information)

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A direct alkylation of 1-azabicyclo[1.1.0]butane (ABB) with organometal reagents in the presence of Cu(OTf)2 rapidly provides bis-functionalized azetidines. This method allows for the preparation of azetidines bearing alkyl, allyl, vinyl, and benzyl groups. This catalyst system can also be used for the alkylation of aziridines.

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Key Words


ID: J54-Y2019