Highly enantioselective catalytic conjugate addition of N-heterocycles to α,β-unsaturated ketones and imides

Mark Gandelman, Eric N. Jacobsen

Research output: Contribution to journalArticlepeer-review

145 Scopus citations

Abstract

(Chemical Equation Presented) New nucleophiles in the arena of asymmetric catalysis, fused and nonfused N-heterocycles undergo conjugate addition to unsaturated imides and enones in the presence of a chiral [(salen)Al III] complex with generally high enantioselectivities (see scheme; salen=N,N′-bis(salicylaldehydo)ethylenediamine).

Original languageEnglish
Pages (from-to)2393-2397
Number of pages5
JournalAngewandte Chemie - International Edition
Volume44
Issue number16
DOIs
StatePublished - 15 Apr 2005
Externally publishedYes

Funding

FundersFunder number
National Institute of General Medical SciencesR01GM043214

    Keywords

    • Aluminum
    • Asymmetric catalysis
    • Heterocycles
    • Nucleobases
    • Synthetic methods

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