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Search for "heterocyclic Michael acceptor" in Full Text gives 1 result(s) in Beilstein Journal of Organic Chemistry.

Copper-catalysed alkylation of heterocyclic acceptors with organometallic reagents

Yafei Guo and
Syuzanna R. Harutyunyan

Beilstein J. Org. Chem. 2020, 16, 1006–1021, doi:10.3762/bjoc.16.90

chiral natural products and bioactive molecules. Hence, this review focuses on the progress made over the past 20 years for heterocyclic acceptors. Keywords: conjugate addition; copper catalysis; heterocyclic Michael acceptor; organometallics; Introduction The copper-catalysed asymmetric addition of

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Scheme 1: Copper-catalysed ACA of organometallics to piperidones. A) addition of organozinc reagents; B) addi...

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Scheme 2: Copper-catalysed ACA of alkenylalanes to N-substituted-2,3-dehydro-4-piperidones.

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Scheme 3: Copper-catalysed asymmetric addition of dialkylzinc reagents to N-acyl-4-methoxypyridinium salts fo...

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Scheme 4: Copper-catalysed ACA of organozirconium reagents to N-substituted 2,3-dehydro-4-piperidones and lac...

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Scheme 5: Copper-catalysed ACA of Grignard reagents to chromones and coumarins and further derivatisation of ...

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Scheme 6: Copper-catalysed ACA of Grignard reagents to N-protected quinolones.

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Scheme 7: Copper-catalysed ACAs of organometallics to conjugated unsaturated lactams.

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Scheme 8: Copper-catalysed ACA of Et₂Zn to 5,6-dihydro-2-pyranone.

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Scheme 9: Copper-catalysed ACA of Grignard reagents to pyranone and 5,6-dihydro-2-pyranone.

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Scheme 10: Copper-catalysed AAA of an organozirconium reagent to heterocyclic acceptors.

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Scheme 11: Copper-catalysed ring opening of an oxygen-bridged substrate with trialkylaluminium reagents.

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Scheme 12: Copper-catalysed ring opening of oxabicyclic substrates with organolithium reagents (selected examp...

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Scheme 13: Copper-catalysed ring opening of polycyclic meso hydrazines.

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Scheme 14: Copper-catalysed ACA of Grignard reagents to alkenyl-substituted aromatic N-heterocycles.

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Scheme 15: Copper-catalysed ACA of Grignard reagents to β-substituted alkenylpyridines.

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Scheme 16: Copper-catalysed ACA of organozinc reagents to alkylidene Meldrum’s acids.

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Review

Published 14 May 2020

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