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- Title
Enantioselective Total Syntheses of Lyconadins A–E through a Palladium‐Catalyzed Heck‐Type Reaction.
- Authors
Zhang, Jiayang; Yan, Yangtian; Hu, Rong; Li, Ting; Bai, Wen‐Ju; Yang, Yang
- Abstract
A novel palladium‐catalyzed Heck‐type reaction of thiocarbamates has been designed to construct bridged seven‐membered‐ring systems that are otherwise challenging to prepare. Taking advantage of this newly developed method, enantioselective syntheses of lyconadins A–E (1–5), lycopecurine (6), and dehydrolycopecurine (7) have been realized in a divergent fashion. Our synthetic strategy also features an intramolecular cyclization of a N‐chloroamine to forge the C6−N bond, a transannular Mannich‐type reaction of a cyclic nitrone to stitch the C4 and C13 together, and a cyclocondensation to deliver the (dihydro‐)pyridone motif.
- Subjects
THIOCARBAMATES; FASHION
- Publication
Angewandte Chemie, 2020, Vol 132, Issue 7, p2882
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201912948