Enantioselective N-Heterocyclic Carbene Catalyzed Synthesis of Functionalized Indenes

Changhe Zhang, David W. Lupton

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9 Citations (Scopus)

Abstract

An enantioselective NHC (N-heterocyclic carbene) catalyzed synthesis of indenes from bifunctional α,β-unsaturated acyl fluorides and TMS enol ethers has been discovered. The reaction has broad generality (31 examples) and proceeds with high levels of enantioselectivity (most >92:8 er). Mechanistically the reaction likely occurs via a Michael/β-lactonization/decarboxylation sequence. Derivatization studies and limitations are discussed.

Original languageEnglish
Pages (from-to)4456-4459
Number of pages4
JournalOrganic Letters
Volume19
Issue number17
DOIs
Publication statusPublished - 1 Sep 2017

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