Efficient synthesis of [alpha]-ferrocenyl tertiary alcohols via CeCl3-promoted addition of Grignard reagents to large hindered ketones

Efficient synthesis of [alpha]-ferrocenyl tertiary alcohols via CeCl3-promoted addition of Grignard reagents to large hindered ketones

The addition of Grignard reagents to highly hindered acylferrocenes in the presence of anhydrous CeCl3 at room temperature provided the corresponding α-ferrocenyl tertiary alcohols FcC(OH)R1R2 (R1 = Ph or Fc, R2 = Me, Et, i Pr, n Bu, Ph; Fc = C5H4FeC5H5) in moderate to high yields. Optimum condition...

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Veröffentlicht in:Journal of chemical research 2014-09, Vol.38 (9)
Hauptverfasser: Zhao, Haiying, Zhang, Wenyao, Chen, Shufeng, Bian, Zhanxi
Format: Artikel
Sprache:eng
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Zusammenfassung:The addition of Grignard reagents to highly hindered acylferrocenes in the presence of anhydrous CeCl3 at room temperature provided the corresponding α-ferrocenyl tertiary alcohols FcC(OH)R1R2 (R1 = Ph or Fc, R2 = Me, Et, i Pr, n Bu, Ph; Fc = C5H4FeC5H5) in moderate to high yields. Optimum conditions and factors affecting the reaction were investigated.
ISSN:1747-5198
2047-6507
DOI:10.3184/174751914X14099355662182