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Brønsted acid-promoted azide–olefin [3 + 2] cycloadditions for the preparation of contiguous aminopolyols: The importance of disiloxane ring size to a diastereoselective, bidirectional approach to zwittermicin A

We report the first study of substrate-controlled diastereoselection in a double [3 + 2] dipolar cycloaddition of benzyl azide with α,β-unsaturated imides. Using a strong Brønsted acid (triflic acid) to activate the electron deficient imide π-bond, high diastereoselection was observed provided that...

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Detalles Bibliográficos
Autores principales: Muchalski, Hubert, Hong, Ki Bum, Johnston, Jeffrey N
Formato: Texto
Lenguaje:English
Publicado: Beilstein-Institut 2010
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3028999/
https://www.ncbi.nlm.nih.gov/pubmed/21283562
http://dx.doi.org/10.3762/bjoc.6.138