Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2018, Issue 9, Pages 1158-1164Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201701789
Keywords
Relay catalysis; Asymmetric catalysis; Bicyclic lactams; Hemiaminal ether; Aminal
Categories
Funding
- European Union
- Mid Sweden University
- Swedish National Research Council
- VR
- Swedish Governmental Agency for Innovation Systems (VINNOVA)
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A versatile and highly stereoselective synthetic route to functionalized bi- and tricyclic lactams (up to > 20:1 dr and 99% ee) in one pot from simple starting materials (allylic alcohols, enals, diamines and amino alcohols) using cascade transformations promoted by chiral amine/BrOnsted or metal/chiral amine/BrOnsted relay catalysis is disclosed. Here molecular oxygen is employed as the terminal oxidant for the latter relay catalysis approach.
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