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Accessing Chiral Pyrrolodiketopiperazines under Organocatalytic Conditions.

ABSTRACT: The production of chiral pyrrolodiketopiperazines under organocatalytic conditions demonstrates the capacity of bicyclic acylpyrrol lactims to perform as pronucleophiles in direct carbon-carbon bond forming reactions. The good performance of ureidoaminal-derived Brønsted bases in the Michael addition to nitroolefins affords these heterocyclic scaffolds with high skeleton diversity.

SUBMITTER: Dunabeitia E

PROVIDER: S-EPMC10018776 | biostudies-literature | 2023 Jan

REPOSITORIES: biostudies-literature

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Accessing Chiral Pyrrolodiketopiperazines under Organocatalytic Conditions.

Duñabeitia Eider E Landa Aitor A López Rosa R Palomo Claudio C

Organic letters 20221229 1

The production of chiral pyrrolodiketopiperazines under organocatalytic conditions demonstrates the capacity of bicyclic acylpyrrol lactims to perform as pronucleophiles in direct carbon-carbon bond forming reactions. The good performance of ureidoaminal-derived Brønsted bases in the Michael addition to nitroolefins affords these heterocyclic scaffolds with high skeleton diversity. ...[more]

PMID: 36579971

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