The Reductive Conversion of Some Cyclic and Acyclic vic-Epoxides to Alcohols by Means of Lithium Aluminium Hydride/Aluminium Trichloride
Abstract
Unsubstituted medium‐ring 1,2‐epoxycycloalkanes and certain vic‐epoxyalkanes are reduced to the corresponding alcohols very slowly when LiAlH4 alone is used as reducing agent. However, the combination of LiAlH4 and AlCl3, in a 2:1 molar ratio (with respect to 1 mol‐equiv. of epoxide) used in refluxing Et2O, greatly enhances these reductions, rendering them of interest for practical purposes.
Keywords:
1,2‐epoxycycloalkanes / Reduction / alcohols / LiAlH4 / AlCl3Source:
Helvetica Chimica Acta, 1985, 68, 7, 2030-2032Publisher:
- Wiley
DOI: 10.1002/hlca.19850680727
ISSN: 0018-019X; 1522-2675
Scopus: 2-s2.0-84987472492
Collections
Institution/Community
IHTMTY - JOUR AU - Andrejević Vladimir AU - Bjelaković, Mira AU - Mihailović, Milan M. AU - Mihailović, Milhailo Lj. PY - 1985 UR - https://cer.ihtm.bg.ac.rs/handle/123456789/4185 AB - Unsubstituted medium‐ring 1,2‐epoxycycloalkanes and certain vic‐epoxyalkanes are reduced to the corresponding alcohols very slowly when LiAlH4 alone is used as reducing agent. However, the combination of LiAlH4 and AlCl3, in a 2:1 molar ratio (with respect to 1 mol‐equiv. of epoxide) used in refluxing Et2O, greatly enhances these reductions, rendering them of interest for practical purposes. PB - Wiley T2 - Helvetica Chimica Acta T1 - The Reductive Conversion of Some Cyclic and Acyclic vic-Epoxides to Alcohols by Means of Lithium Aluminium Hydride/Aluminium Trichloride VL - 68 IS - 7 SP - 2030 EP - 2032 DO - 10.1002/hlca.19850680727 ER -
@article{ author = "Andrejević Vladimir and Bjelaković, Mira and Mihailović, Milan M. and Mihailović, Milhailo Lj.", year = "1985", abstract = "Unsubstituted medium‐ring 1,2‐epoxycycloalkanes and certain vic‐epoxyalkanes are reduced to the corresponding alcohols very slowly when LiAlH4 alone is used as reducing agent. However, the combination of LiAlH4 and AlCl3, in a 2:1 molar ratio (with respect to 1 mol‐equiv. of epoxide) used in refluxing Et2O, greatly enhances these reductions, rendering them of interest for practical purposes.", publisher = "Wiley", journal = "Helvetica Chimica Acta", title = "The Reductive Conversion of Some Cyclic and Acyclic vic-Epoxides to Alcohols by Means of Lithium Aluminium Hydride/Aluminium Trichloride", volume = "68", number = "7", pages = "2030-2032", doi = "10.1002/hlca.19850680727" }
Andrejević Vladimir, Bjelaković, M., Mihailović, M. M.,& Mihailović, M. Lj.. (1985). The Reductive Conversion of Some Cyclic and Acyclic vic-Epoxides to Alcohols by Means of Lithium Aluminium Hydride/Aluminium Trichloride. in Helvetica Chimica Acta Wiley., 68(7), 2030-2032. https://doi.org/10.1002/hlca.19850680727
Andrejević Vladimir, Bjelaković M, Mihailović MM, Mihailović ML. The Reductive Conversion of Some Cyclic and Acyclic vic-Epoxides to Alcohols by Means of Lithium Aluminium Hydride/Aluminium Trichloride. in Helvetica Chimica Acta. 1985;68(7):2030-2032. doi:10.1002/hlca.19850680727 .
Andrejević Vladimir, Bjelaković, Mira, Mihailović, Milan M., Mihailović, Milhailo Lj., "The Reductive Conversion of Some Cyclic and Acyclic vic-Epoxides to Alcohols by Means of Lithium Aluminium Hydride/Aluminium Trichloride" in Helvetica Chimica Acta, 68, no. 7 (1985):2030-2032, https://doi.org/10.1002/hlca.19850680727 . .