The N-heterocyclic carbene (NHC)-catalyzed generation of -quinodimethanes (-QDMs) from 9-fluorene-1-carbaldehydes followed by the interception with activated ketones resulting in the enantioselective synthesis of tetracyclic δ-lactones is presented. High diastereoselectivity of products, remote C(sp)-H functionalization, broad substrate scope, and mild reaction conditions are the notable features of the present (4 + 2) annulation.

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http://dx.doi.org/10.1021/acs.orglett.3c03076DOI Listing

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