Revisiting the bromination of 3β-hydroxycholest-5-ene with CBr(4)/PPh(3) and the subsequent azidolysis of the resulting bromide, disparity in stereochemical behavior

Cholesterol reacts under Appel conditions (CBr(4)/PPh(3)) to give 3,5-cholestadiene (elimination) and 3β-bromocholest-5-ene (substitution with retention of configuration). Thus, the bromination of cholesterol deviates from the stereochemistry of the standard Appel mechanism due to participation of t...

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Detalles Bibliográficos
Autores principales: Schumacher, Christian, Ward, Jas S, Rissanen, Kari, Bolm, Carsten, Aly, Mohamed Ramadan El Sayed
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2023
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9887750/
https://www.ncbi.nlm.nih.gov/pubmed/36761473
http://dx.doi.org/10.3762/bjoc.19.9

Internet

https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9887750/
https://www.ncbi.nlm.nih.gov/pubmed/36761473
http://dx.doi.org/10.3762/bjoc.19.9

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