Divergent Total Syntheses of Lyconadins A and C | Zendy

Yang Yang | Zendy; Haskins Christopher W. | Zendy; Zhang Wandi | Zendy; Low Pui Leng | Zendy; Dai Mingji | Zendy

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Divergent Total Syntheses of Lyconadins A and C

Author(s) -

Yang Yang,

Haskins Christopher W.,

Zhang Wandi,

Low Pui Leng,

Dai Mingji

Publication year - 2014

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.201400416

Subject(s) - total synthesis , mannich reaction , tandem , chemistry , stereochemistry , divergent synthesis , combinatorial chemistry , core (optical fiber) , organic chemistry , computer science , catalysis , materials science , telecommunications , composite material

Divergent and concise total syntheses of two lycopodium alkaloids, lyconadins A and C have been developed. The synthesis of lyconadin A, having potent neurotrophic activity, features an efficient one‐pot ketal removal and formal aza‐[4+2] cyclization to form the cagelike core structure. A tandem ketal removal/Mannich reaction was developed to build the tricyclic structure of lyconadin C. Both lyconadins A and C were synthesized from a pivotal intermediate.

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