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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...
Autores principales: | Schumacher, Christian, Ward, Jas S, Rissanen, Kari, Bolm, Carsten, Aly, Mohamed Ramadan El Sayed |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Beilstein-Institut
2023
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Materias: | |
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 |
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