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Desymmetrization of Prochiral Cyclobutanones via Nitrogen Insertion: A Concise Route to Chiral γ‐Lactams

Asymmetric access to γ‐lactams is achieved via a cyclobutanone ring expansion using widely available (1S,2R)‐1‐amino‐2‐indanol for chiral induction. Mechanistic analysis of the key N,O‐ketal rearrangement reveals a Curtin–Hammett scenario, which enables a downstream stereoinduction (up to 88:12 dr)...

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Bibliografske podrobnosti
izdano v:Angew Chem Int Ed Engl
Main Authors: Sietmann, Jan, Ong, Mike, Mück‐Lichtenfeld, Christian, Daniliuc, Constantin G., Wahl, Johannes M.
Format: Artigo
Jezik:Inglês
Izdano: John Wiley and Sons Inc. 2021
Teme:
Online dostop:https://ncbi.nlm.nih.gov/pmc/articles/PMC8252468/
https://ncbi.nlm.nih.gov/pubmed/33538070
https://ncbi.nlm.nih.govhttp://dx.doi.org/10.1002/anie.202100642
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