Details

Autor(en) / Beteiligte

• Yang, Yang
• Haskins, Christopher W.
• Zhang, Wandi
• Low, Pui Leng
• Dai, Mingji

Titel

Divergent Total Syntheses of Lyconadins A and C

Ist Teil von

• Angewandte Chemie (International ed.), 2014-04, Vol.53 (15), p.3922-3925

Ort / Verlag

Weinheim: WILEY-VCH Verlag

Erscheinungsjahr

2014

Link zum Volltext

Quelle

MEDLINE

Beschreibungen/Notizen

• 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. Like‐a‐podium: Divergent total syntheses of the two Lycopodium alkaloids lyconadins A and C were developed from the intermediate 1. The synthesis of lyconadin A features a highly efficient ketal removal/formal aza‐[4+2] cyclization to form the core structure. A ketal removal/Mannich reaction was used to construct the core structure of lyconadin C. The concise and flexible synthetic route offers a platform for the development of anti‐neurodegenerative agents.