4.8 Article

Transition-Metal-Free Synthesis of Tertiary Aminocyclopropanes

Journal

ORGANIC LETTERS
Volume 18, Issue 24, Pages 6448-6451

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.6b03345

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A transition-metal-free methodology for the construction of pharmaceutically relevant tertiary aminocyclopropanes is reported. Hydrazonamides, safe and stable carbene precursors, undergo smooth cyclopropanation with vinyl arenes in the presence of a base. The reaction proceeds with stereoselectivity to favor the Z isomer and provides facile access to a variety of substitution patterns through variation of the coupling partners.

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