Optically Active Bicyclic N‐Heterocycles by Organocatalytic Asymmetric Michael Addition/Cyclization Sequences | Zendy

Worgull Dennis | Zendy; Dickmeiss Gustav | Zendy; Jensen Kim L. | Zendy; Franke Patrick T. | Zendy; Holub Nicole | Zendy; Jørgensen Karl Anker | Zendy

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Optically Active Bicyclic N‐Heterocycles by Organocatalytic Asymmetric Michael Addition/Cyclization Sequences

Author(s) -

Worgull Dennis,

Dickmeiss Gustav,

Jensen Kim L.,

Franke Patrick T.,

Holub Nicole,

Jørgensen Karl Anker

Publication year - 2011

Publication title -

chemistry – a european journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.687

H-Index - 242

eISSN - 1521-3765

pISSN - 0947-6539

DOI - 10.1002/chem.201100233

Subject(s) - aziridine , michael reaction , nucleophile , bicyclic molecule , optically active , organocatalysis , stereoselectivity , chemistry , cycloaddition , enantioselective synthesis , combinatorial chemistry , organic chemistry , catalysis , ring (chemistry)

Highly stereoselective one‐pot syntheses of various optically active N‐heterocyclic bicycles have been developed. The protocols are based on an organocatalytic, asymmetric Michael addition followed by a condensation/cycloaddition sequence to furnish aziridine carbonyls, β‐lactams, or octahydrobenzo[ c ]isoxazoles depending on the reaction conditions and applied nucleophiles.

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