Asymmetric Catalytic [3+2] Annulation of <scp>Donor‐Acceptor</scp> Cyclopropane with Cyclic Ketones: Facile Access to Enantioenriched <scp>1‐Oxaspiro</scp>[4.5]decanes^†

Abstract

Summary of main observation and conclusion A copper catalyzed enantioselective [3+2] annulation of donor‐acceptor cyclopropanes with cyclic ketones has been developed, providing a concise protocol to enantioenriched 1‐oxaspiro[4.5]decanes in up to 98% yield with up to &gt;99/1 dr and up to 92% ee. In addition, this method also provides a facile access to the enantioselective desymmetrisation of various 4‐substituted cyclohexanones. The resulting products were easily converted to the core structures of two natural products Heliespirones A and halogenated sesquiterpene isolated from L . saitoi.

Topics & Concepts