Microwave-Assisted Isomerizations of Epoxides to Allylic Alcohols

Barozzino Consiglio, Gabriella;Mordini, Alessandro
(2018) Letters in Organic Chemistry — Vol. 15, n° 5, p. 447-454 (2018)

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Abstract
The present work reports a study on the isomerization reactions of several alkyl epoxides to the corresponding allylic alcohols or bicyclic alcohols under microwave irradiation. The reaction occurred in the presence of lithium diisopropylamide as a base and different experimental conditions in terms of solvent, amount of the base, times and temperatures. The traditional heating with an oil-bath and the use of alternative organometallic bases, as the Lochmann-Schlosser bases, have been furthermore compared with the microwave heating. The results obtained show that the use of microwave irradiations on promoting the isomerization of epoxides gives access to a series of synthetically useful products, among which allylic alcohols and bicyclic alcohols, depending on the starting substrate.
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Barozzino Consiglio, G., & Mordini, A. (2018). Microwave-Assisted Isomerizations of Epoxides to Allylic Alcohols. Letters in Organic Chemistry, 15(5), 447-454. https://doi.org/10.2174/1570178615666180215145359 (Original work published 2018)