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The Reductive Conversion of Some Cyclic and Acyclic vic ‐Epoxides to Alcohols by Means of Lithium Aluminium Hydride/Aluminium Trichloride
Author(s) -
Andrejević Vladimir,
Bjelaković Mira,
Mihailović Milan M.,
Mihailović Mihailo Lj.
Publication year - 1985
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19850680727
Subject(s) - chemistry , lithium aluminium hydride , aluminium , epoxide , molar ratio , lithium (medication) , aluminum hydride , hydride , organic chemistry , medicinal chemistry , inorganic chemistry , catalysis , hydrogen , medicine , methoxide , endocrinology
Unsubstituted medium‐ring 1,2‐epoxycycloalkanes and certain vic ‐epoxyalkanes are reduced to the corresponding alcohols very slowly when LiAlH 4 alone is used as reducing agent. However, the combination of LiAlH 4 and AlCl 3 , in a 2:1 molar ratio (with respect to 1 mol‐equiv. of epoxide) used in refluxing Et 2 O, greatly enhances these reductions, rendering them of interest for practical purposes.